A new synthetic route of 1,2,4-Triazole-3-carboxylic acid

In conclusion, we affirm that quantitative kinetic descriptions of catalytic behavior continue to serve as an indispensable tool to navigate research efforts intended to model. Read on for other articles about 4928-87-4.

Research speed reading in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 4928-87-4

Single crystals of 1 were prepared by a branched tube method [34], 1H-1,2,4-triazole-3-carboxylic acid (0.117 g, 1 mmol), lead(II) nitrate (0.331 g, 1 mmol) and potassium bromide (0.119 g, 1 mmol) were placed in the bottom main of a branched tube. Water was carefully added to fill both arms, and then the arm to be heated was placed in oil bath at 60 C. After 7 days, colorless crystals were deposited in the cooler arm which were filtered off, washed with water and air dried. (0.225 g, yield 54%),

In conclusion, we affirm that quantitative kinetic descriptions of catalytic behavior continue to serve as an indispensable tool to navigate research efforts intended to model. Read on for other articles about 4928-87-4.

Reference:
Article; Safarifard, Vahid; Morsali, Ali; Inorganica Chimica Acta; vol. 405; (2013); p. 203 – 208;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New downstream synthetic route of 4923-01-7

This is the end of this tutorial post, and I hope it has helped your research about 4923-01-7!

Related Products of 4923-01-7, New Advances in Chemical Research in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 4923-01-7, name is 5-Methyl-4H-1,2,4-triazol-3-amine, molecular formula is C3H6N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

3-methyl-1H-1,2,4-triazol-5-amine (4.7747 g, 48.7 mmol, 1 eq.) and 2- bromomalonaldehyde (8.08 g, 53.5 mmol, 1.1 eq.) were dissolved in AcOH (50 ml) and heated15 at 60 C for 18 hours under inert conditions. The reaction mixture was concentrated under vacuo, then the crude material was redissolved in EtOAc and filtered. The filtrate was combined with NaHCO3, and the aqueous layer was extracted with EtOAc (x3). The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo. The crude material was absorbed onto silica and purified by column chromatography (Si02, 100% DCM, then 98:2 DCM:MeOH)20 to give 6-bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyrimidine (2.22g, 21%, mlz: 215.1 [M+H]+) as an off-white solid.

This is the end of this tutorial post, and I hope it has helped your research about 4923-01-7!

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GILLESPIE, Robert Jack; HASANE, Ratni; SARIE, Jerome Charles; (89 pag.)WO2016/184832; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New downstream synthetic route of Reference of 584-13-4

By the way, if you are interested in learning more fun chemistry with your kids, get your hands into one chemistry set now, and start enjoying the best part of chemistry: experiments about 4H-1,2,4-Triazol-4-amine.

Reference of 584-13-4, New Advances in Chemical Research in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 584-13-4, name is 4H-1,2,4-Triazol-4-amine, molecular formula is C2H4N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

General procedure: In a typical experiment Pd(OAc)2 (5.6mg, 0.025mmol), triphenylphosphine (13.2mg, 0.05mmol), iodoalkene (1-4) or iodoarene (5-19) (1mmol) were dissolved in DMF (10mL) under argon in a three-necked flask equipped with a reflux condenser and a balloon on the top. Aminotriazole nucleophile (a, b or c) (1.2mmol) and triethylamine (0.5mL) were added. The atmosphere was changed to carbon monoxide. (Caution: High pressure carbon monoxide should only be used with adequate ventilation (hood) using CO sensors as well.) The reaction was conducted for the given reaction time upon stirring at 70C. The mixture was then concentrated and evaporated to dryness. Toluene (15mL) was added to the residue, the precipitate (product) was filtered, washed with water on the filter and dried. The off-white powder-like material was dissolved in methanol, the palladium-black was filtered off and methanol was evaporated.

By the way, if you are interested in learning more fun chemistry with your kids, get your hands into one chemistry set now, and start enjoying the best part of chemistry: experiments about 4H-1,2,4-Triazol-4-amine.

Reference:
Article; Gergely, Mate; Boros, Borbala; Kollar, Laszlo; Tetrahedron; vol. 73; 48; (2017); p. 6736 – 6741;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Never Underestimate The Influence Of 1001401-62-2

The catalyzed pathway has a lower Ea, but the net change in energy that results from the reaction is not affected by the presence of a catalyst. In my other articles, you can also check out more blogs about 1001401-62-2

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. category: Triazoles

A solution of 2-(2H-1,2,3-triazol-2-yl)benzoic acid (500 mg, 2.64 mmol) in SOCl2 (5 mL) was heated to reflux for 1 h, cooled to RT and concentrated in vacuo. The residue was dissolved in toluene (5 mL) and added to a solution of ((3R,6R)-6-methylpiperidin-3-yl)methanol hydrochloride (437 mg,2.65 mmol) in toluene (5 mL), followed by addition of aq. NaOH (5.3 mL, 1M, 5.3mmol). The resulting mixture was stirred at 10C for 12 h, poured into water (5mL) and extracted with EtOAc (5 mLx3). The combined organic layers were dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by chromatography on silica (20-50 % EtOAc in petroleum ether) to afford the title compound as a solid. LRMS 25 m/z (M+H) 301.1 found, 301.2 required.

The catalyzed pathway has a lower Ea, but the net change in energy that results from the reaction is not affected by the presence of a catalyst. In my other articles, you can also check out more blogs about 1001401-62-2

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Douglas; LUO, Yunfu; MENG, Na; YU, Tingting; (114 pag.)WO2016/65585; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Now Is The Time For You To Know The Truth About 5-Bromo-1H-1,2,4-triazole

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 5-Bromo-1H-1,2,4-triazole, hurry up and to see.

Reference of 7343-33-1, New Advances in Chemical Research in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, molecular formula is C2H2BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

EXAMPLE 6 fPROCEDURES)(1 S,4a/?,6aS,7/?,8/?, 1 Oa/?, 10b/?, 12a/?, 1 AR, 15R)- 15-[[(2/?)-2-amino-2,3- dimethylbutyl]oxy]-14-(3-bromo-4H-l,2,4-triazol-4-yl)-8-[(l/?)-l,2-dimethylpropyl]-1 ,6,6a,7,8,9, 10, 10a, 10b, 11 , 12, 12a-dodecahydro- 1 ,6a,8, 10a-tetramethyl-4//- 1 ,4a-propano-2H- phenanthro[l,2-c]pyran-7-carboxylic acid (EXAMPLE 6A) and(1 S,4a/?,6aS,7/?,8/?, 1 Oa/?, 10b/?, 12a/?, 14/?, 15R)- 15-[[(2/?)-2-amino-2,3- dimethylbutyl]oxy]-14-(5-bromo-/H-l,2,4-triazol-l-yl)-8-[(l/?)-l,2-dimethylpropyl]-1 ,6,6a,7,8,9, 10, 10a, 10b, 11 , 12, 12a-dodecahydro- 1 ,6a,8, 1 Oa-tetramethyl-4//- 1 ,4a-propano-2H- phenanthro[l,2-c]pyran-7-carboxylic acid (EXAMPLE 6B) and( 1 S,4aR,6aS,7R,8R, 1 Oa/?, 1 Obi?, 12aK, 1 AR, 15R)- 15-[[(2i?)-2-amino-2,3- dimethylbutyl]oxy]-14-(3-bromo-7H-l,2,4-triazol-l-yl)-8-[(li?)-l,2-dimethylpropyl]- 1 ,6,6a,7,8,9, 10, 1 Oa, 1 Ob, 11 , 12, 12a-dodecahydro- 1 ,6a,8, 1 Oa-tetramethyl-^H- 1 ,4a-propano-2H- phenanthro[l,2-c]pyran-7-carboxylic acid (EXAMPLE 6C)3-bromo-lH-l,2,4-triazole (32.1 mg, 0.217 mmol) and BF3OEt2 (54 mul, 0.426 mmol) were added to a stirred solution of Intermediate 6 (26.0 mg, 0.043 mmol) in 1,2- dichloroethane (0.43 ml). The reaction mixture was a light yellow solution that was heated to 5O0C. After 1.75 hr, LCMS and 1H NMR showed complete consumption of Intermediate 6. The reaction mixture was cooled to room temperature, the solvent was evaporated, and the resulting residue was placed under high vacuum. The residue was dissolved in methanol and separated using a single HPLC run on a 19 x 150 mm Sunfire Prep Cl 8 OBD 10 mum column by eluting with acetonitrile/water + 0.1percent TFA. The HPLC fractions containing the fastest eluting regioisomer were combined, the solvent was evaporated under reduced pressure, and the residue was lyophilized from ethanol and benzene to give EXAMPLE 6A (3.6 mg) as a white solid. The HPLC fractions containing the second eluting regioisomer were combined, the solvent was evaporated under reduced pressure, and the residue was lyophilized from ethanol and benzene to give EXAMPLE 6B (13.1 mg) as a white solid. The HPLC fractions containing the slowest eluting regioisomer were combined, the solvent was evaporated under reduced pressure, and the residue was lyophilized from ethanol and benzene to give EXAMPLE 6C (5.8 mg) as a white solid.EXAMPLE 6A: 1H NMR (CD3OD, 600 MHz, ppm) delta 0.76 (s, 3H, Me), 0.76 (d, 3H, Me), 0.81 (d,3H, Me), 0.84 (d, 3H, Me), 0.85 (d, 3H, Me), 0.88 (s, 3H, Me), 0.89 (d, 3H, Me), 0.94 (s, 3H, Me), 1.16 (s, 3H, Me), 1.20 (s, 3H, Me), 1.22-1.35 (m), 1.40-1.44 (m), 1.46-1.65 (m), 1.73-1.96 (m), 2.11-2.22 (m), 2.43 (broad dd, IH, H13), 2.79 (broad d, IH), 2.84 (s, IH, H7), 3.49 (d, IH), 3.53 (d, 2H), 3.60 (d, IH), 3.73 (broad d, IH), 3.94 (d, IH), 5.50 (dd, IH, H5), 5.72-5.80 (broad m, IH, H 14), 9.29 (broad s, IH, triazole).Mass Spectrum: (ESI) m/z = 717.32 (719.32) (M+H).EXAMPLE 6B:1H NMR (CD3OD, 600 MHz, ppm) delta 0.75 (s, 3H, Me), 0.76 (d, 3H, Me), 0.79 (d, 3H, Me), 0.83 (d, 3H, Me), 0.84 (d, 3H, Me), 0.88 (s, 3H, Me), 0.89 (d, 3H, Me), 0.91 (s, 3H, Me), 1.13 (s, 3H, Me), 1.19 (s, 3H, Me), 1.22-1.34 (m), 1.39-1.43 (m), 1.46-1.56 (m), 1.58-1.64 (m), 1.72-1.95 (m), 2.09-2.21 (m), 2.30 (dd, IH, H13), 2.83 (s, IH, H7), 2.85 (d, IH), 3.48 (d, IH), 3.48 (d, IH), 3.54 (dd, IH), 3.60 (d, IH), 3.88 (d, IH), 3.95 (d, IH), 5.47 (dd, IH, H5), 5.71-5.77 (m, IH, H14), 8.10 (s, IH, triazole). Mass Spectrum: (ESI) m/z = 717.32 (719.32) (M+H).EXAMPLE 6C:1H NMR (CD3OD, 600 MHz, ppm) delta 0.76 (s, 3H, Me), 0.77 (d, 3H, Me), 0.82 (d, 3H, Me), 0.85 (d, 3H, Me), 0.86 (s, 3H, Me), 0.86 (d, 3H, Me), 0.89 (d, 3H, Me), 0.92 (s, 3H, Me), 1.16 (s, 3H, Me), 1.20 (s, 3H, Me), 1.22-1.34 (m), 1.39-1.44 (m), 1.48-1.65 (m), 1.76-1.96 (m), 2.11-2.22 (m), 2.41 (dd, IH, H13), 2.72 (d, IH), 2.84 (s, IH, H7), 3.47 (d, IH), 3.50 (d, IH), 3.52 (dd, IH), 3.58 (d, IH), 3.72 (d, IH), 3.91 (d, IH), 5.48 (dd, IH, H5), 5.51-5.57 (m, IH, H 14), 8.52 (s, IH, triazole).Mass Spectrum: (ESI) m/z = 717.32 (719.32) (M+H).

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 5-Bromo-1H-1,2,4-triazole, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; GREENLEE, Mark, L.; WILKENING, Robert; APGAR, James; WILDONGER, Kenneth, James; MENG, Dongfang; PARKER, Dann, L.; WO2010/19203; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Analyzing the synthesis route of 288-36-8

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 1H-1,2,3-Triazole ,and how the biochemistry of the body works.

New discoveries in chemical research and development in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world.288-36-8, name is 1H-1,2,3-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 288-36-8

To a solution of 2-fluoro-6-iodobenzoic acid (502.5 mg), copper(I) iodide (36.5 mg), cesium carbonate (1.25 g) and trans-N,N’-dimethylcyclohexane-1,2-diamine (0.047 mL) in N,N-dimethylformamide (2.0 mL) was added 1H-1,2,3-triazole (330.3 mg), and the mixture was stirred at 100 C. for 0.5 hr. To the reaction mixture were added ethyl acetate and water. The obtained aqueous layer was neutralized with 1N aqueous hydrogen chloride solution, and extracted with ethyl acetate. The obtained organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (445.6 mg). MS: [M+H]+ 208.1.

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 1H-1,2,3-Triazole ,and how the biochemistry of the body works.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KAMEI, Taku; ARIKAWA, Yasuyoshi; OHASHI, Tomohiro; IMAEDA, Toshihiro; FUJIMORI, Ikuo; MIKI, Takashi; YONEMORI, Jinichi; OGURO, Yuya; SUGIMOTO, Takahiro; SETO, Masaki; NISHIDA, Goushi; KAMATA, Makoto; IMOTO, Hiroshi; (132 pag.)US2018/155333; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

The Best Chemistry compound: C3H3N3O2

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 1,2,4-Triazole-3-carboxylic acid ,and how the biochemistry of the body works.

New discoveries in chemical research and development in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world.4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1,2,4-Triazole-3-carboxylic acid

Step 3 Synthesis of 5-((1 R, 3s, 5S)-8-(1 H-1,2, 4-triazole-3-carbonyl)-8-azabicyclo[3.2.1 ]octan- 3-yl)-7-amino-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidine-6-carbonitriA mixture of 1 H-1 ,2,4-triazole-3-carboxylic acid (29.4 mg, 0.26 mmol), EDCI (76.7mg, 0.4 mmol), and 1-hydroxybenzotriazole (27 mg, 0.2 mmol) in DMF (2 mL) was stirred at room temperature for 10 min. Substrate 7-amino-5-((1 R,3s,5S)-8- azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)pyrazolo[1 ,5-a]pyrimidine-6- carbonitrile (0.2 mmol) was added followed by W,W-diisopropylethylamine (0.17ml, 1 mmol). It was stirred further for 20min at room temperature at which time LC/MS analysis confirmed full consumption of starting material. This crude compound was submitted to the analytical group for purification to afford the desired product.

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 1,2,4-Triazole-3-carboxylic acid ,and how the biochemistry of the body works.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SCHERING CORPORATION; SIDDIQUI, M. Arshad; NAN, Yang; PATEL, Mehul, F.; REDDY, Panduranga Adulla P.; MANSOOR, Umar Faruk; MENG, Zhaoyang; VITHARANA, Lalanthi Dilrukshi; ZHAO, Lianyun; MANDAL, Amit, K.; LIU, Duan; TANG, Shuyi; MCRINER, Andrew; BELANGER, David, B.; CURRAN, Patrick, J.; DAI, Chaoyang; ANGELES, Angie, R.; YANG, Liping; DANIELS, Matthew Hersh; WO2011/90935; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Interesting scientific research on 4H-1,2,4-Triazol-4-amine

The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 4H-1,2,4-Triazol-4-amine is helpful to your research.

Electric Literature of 584-13-4, New Advances in Chemical Research in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic,A common heterocyclic compound, 584-13-4, name is 4H-1,2,4-Triazol-4-amine, molecular formula is C2H4N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

The ligand 4-(1H-imidazol-5-ylmethylene-amino)-4H-1,2,4-triazole (5-imztrz) (Fig. 1) was prepared by the condensation reaction of a modified literature procedure [21]. The dissolved 4-amino-1,2,4-triazole (1.68 g, 0.02 mol, 1.0 eq.) in ethanol was heated to boiling (80 C). Then, the second reactant 1H-imidazole-4-carbaldehyde (2.11 g, 0.022 mol, 1.1 eq.) dissolved in ethanol was added dropwise though a dropping funnel. After the complete addition few drops of catalytic H2SO4 were added. The reaction mixture was kept for refluxing for another 10 h. After cooling down to r.t., the excess of solvent was removed by rotary evaporator at 35 C. The obtained product was washed with small amounts of cold ethanol, diethyl ether and then dried in the desiccator with phosphorus pentoxide as dry agent. A light-yellow powder was obtained. Yield: 2.98 g (91.89%). m.p. 253.5-265.7 C. IR (KBr, cm1): 3109 (s),2838 (w), 1625 (vs), 1504 (vs), 1434 (s), 1386 (s), 1299 (s), 1214 (w),1175 (vs), 1060 (vs), 995 (s), 945 (w), 853 (s), 691 (m), 630 (vs), 510(m). 1H NMR (Fig. S1) (d6-DMSO): 9.07 (s, 2H, triazole), 8.92 (s, 1H,HACN), 7.91 (s, 1H, imidazole ring), 7.79 (s, 1H, imidazole ring).

The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 4H-1,2,4-Triazol-4-amine is helpful to your research.

Reference:
Article; Li, Ai-Min; Rentschler, Eva; Polyhedron; vol. 154; (2018); p. 364 – 372;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Why Are Children Getting Addicted To 288-36-8

In conclusion, we affirm that quantitative kinetic descriptions of catalytic behavior continue to serve as an indispensable tool to navigate research efforts intended to model. Read on for other articles about 288-36-8.

Research speed reading in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 288-36-8, name is 1H-1,2,3-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1H-1,2,3-Triazole

The mixture of 3-iodoaniline (3.70 g, 16.9 mmol), 1,2,3-triazole (3.91 mL, 67.6 mmol), K3P04 (7.17 g, 33.8 mmol), fine powder CuT (1.61 g, 8.45 mmol), ethylenediamine (0.60 mL, 8.45 mmol) in 30 mL dioxane and 15 mL DMSO were refluxed for three days to yield as the major product 3-(2H-1,2,3-triazol-2-yl)aniline and as the minor product 3-(1H- 1,2,3 -triazol- 1 -yl)aniline in ratio of about 3:1. The mixture was diluted with 400 mL EtOAc, vigorously stirred, filtered through celite, washed with brine twice, concentrated in vacuo, and subjected to flash column to isolate 3-(2H-1,2,3-triazol-2-yl)aniline (1.86 g, 68% yield).

In conclusion, we affirm that quantitative kinetic descriptions of catalytic behavior continue to serve as an indispensable tool to navigate research efforts intended to model. Read on for other articles about 288-36-8.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; PANDEY, Anjali; WO2014/152768; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Brief introduction of 1-Methyl-1H-1,2,3-triazole

If you are hungry for even more, make sure to check my other article about 16681-65-5, the application of this compound in the production field has become more and more popular.

New discoveries in chemical research and development in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 16681-65-5

To a flask containing 1-methyl-1H-1,2,3-triazole (250 mg, 3.01 mmol) was added THF (20 mL) and the solution was cooled to -45 C. using a CH3CN-CO2 bath. n-BuLi (2.5 M in hexanes, 1.2 mL, 3 mmol) was added dropwise which produced an opaque suspension. The suspension was stirred at -45 C. for 20 minutes, then a homogeneous solution of (4-chloro-3-isobutyl-2-methoxyquinolin-6-yl)(2,6-dimethylpyridin-3-yl)methanone (848 mg, 2.21 mmol, Intermediate 66: step d) in 3 mL THF was introduced at -45 C. After 10 minutes, the reaction vessel was placed in an ice-water bath. The reaction mixture was quenched after 40 minutes with aqueous NH4Cl solution. The aqueous portion was extracted with EtOAc (4*30 mL) and EtOAc:THF (1:1, 30 mL). The combined organics were washed with brine, dried over MgSO4, filtered and concentrated. Chromatography on silica gel (100% DCM increasing to 5% MeOH-DCM) provided the title compound as an off white amorphous solid. 1H NMR (500 MHz, CDCl3) delta ppm 8.07 (d, J=2.2 Hz, 1H), 7.78 (d, J=8.7 Hz, 1H), 7.32 (dd, J=8.7, 2.2 Hz, 1H), 6.99-6.88 (m, 3H), 4.24 (s, 1H), 4.09 (s, 3H), 3.92 (s, 3H), 2.80 (d, J=7.3 Hz, 2H), 2.53 (s, 3H), 2.36 (s, 3H), 2.08 (hept, J=6.8 Hz, 1H), 0.95 (dd, J=6.7, 1.5 Hz, 6H). MS (ESI): mass calcd. for C25H28ClN5O2, 465.2. m/z found 466.0 [M+H]+. The racemate was separated by chiral chromatography using: Chiralpack OD-H column, 80% heptane/20% ethanol, to give Example 133b as the first compound eluted from the chiral column and Example 133c as the second compound eluted from the chiral column.

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Reference:
Patent; JOHNSON & JOHNSON; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; MCCLURE, KELLY; TANIS, VIRGINIA; US2015/111870; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics