Tag: M.W:100-200

4928-87-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 4928-87-4 name is 1,2,4-Triazole-3-carboxylic acid, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To prepare nano-sized [Mn(L)2(H2O)2] (1), 50ml solution of manganese(II) chloride tetrahydrate (0.1molL-1) in water was positioned in a high-density ultrasonic probe, operating at 40kHz with a maximum power output of 305W. Into this solution water a 50ml solution of the ligand 1H-1,2,4-triazole-3-carboxylic acid (0.1molL-1) and potassium hydroxide (0.01molL-1) were added dropwise. The obtained precipitates were filtered off, washed with water and then dried in air. m.p.>300C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,2,4-Triazole-3-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Article; Safarifard, Vahid; Morsali, Ali; Ultrasonics Sonochemistry; vol. 21; 1; (2014); p. 253 – 261;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

4928-87-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

Under ice-water bath, 39.4 mg (0.349 mmol)1,2,4-triazole-3-carboxylic acid and 16.28 mg (0.426 mmol)2- (7-azobenzotriazole) -Nu, Nu, N, N-tetramethyluronium hexafluorophosphate was dissolved in 5 mL of dichloromethane(0.96 mmol) of triethylamine was added, and after stirring at 0 C for 30 minutes, 100 mg (0.194 mmol) of intermediate 130 was added,Stir the temperature overnight. TLC, after the completion of the reaction, 10 mL of saturated aqueous sodium bicarbonate solution was added, stirred for 20 minutes, separated, the aqueous phaseExtraction with methylene chloride, combined organic phase, dry, spin dry to obtain crude. The crude product was purified by preparative silica gel plate (dichloromethane / AAlcohol = 10/1, V / V) to give 10 of the title compound as a white solid in a yield of 8.4%

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Beijing Foreland Pharma Co., Ltd; Zhang, Xingmin; Wang, Ensi; Niu, Shengxiu; Guo, Jing; Dai, Zhuolin; Zheng, Nan; Ji, Qi; Li, Qinyan; Liang, Tie; (109 pag.)CN104411706; (2016); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

4928-87-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 4928-87-4 name is 1,2,4-Triazole-3-carboxylic acid, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Intermediate W (75 mg, 0.15 mmol) was dissolved in NMP (841 muL) before HATU (75 mg, 0.20 mmol), 1H-1,2,4-triazole-3-carboxylic acid (21 mg, 0.18 mmol) and N-ethyl-N-isopropyl-propan-2-amine (105 muL, 0.60 mmol) were added. The solution was stirred at room temperature for 1h before aq. NH4Cl was added and the aq. phase was extracted twice with EtOAc. The combined organic phase was washed with sat.aq. NaHCO3 and brine, dried over MgSO4, filtered and the filtrate evaporated under reduced pressure. The residue was purified flash chromatography on silica gel eluting with 0-100% EtOAc: Hexanes affording the title compound. (7-(tert-Butyl)-5-(4-fluoro-3- methylphenyl)furo[3,2-b]pyridin-2-yl)(2,2-dimethyl-4-(1H-1,2,4-triazole-3- carbonyl)piperazin-1-yl)methanone (17 mg, 21% yield). 1H NMR (400 MHz, DMSO-d6) 8.68 (s, 1H), 8.07 – 7.99 (m, 1H), 7.94 (ddd, J = 8.0, 5.2, 2.4 Hz, 1H), 7.71 (d, J = 8.5 Hz, 1H), 7.48 (d, J = 9.8 Hz, 1H), 7.22 (td, J = 9.1, 3.7 Hz, 1H), 4.48 (s, 1H), 4.10 – 3.61 (m, 6H), 2.31 (t, J = 2.5 Hz, 3H), 1.61 – 1.39 (m, 15H). Signals doubled due to amide rotamers. ESI-MS m/z calc.518.2442, found 519.09 (M+1)+; Retention time: 3.30 minutes using method A

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; SAYEGH, Camil Elie; STURINO, Claudio; FOURNIER, Pierre-Andre; LACOSTE, Jean-Eric; DIETRICH, Evelyne; MARTEL, Julien; VALLEE, Frederic; (494 pag.)WO2016/154075; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7343-33-1, Adding a certain compound to certain chemical reactions, such as: 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, belongs to Triazoles compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 7343-33-1.

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).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Bromo-1H-1,2,4-triazole, other downstream synthetic routes, 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

6523-49-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 6523-49-5 name is 4-(1,2,4-Triazol-1-yl)aniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A mixture of intermediate 21 (prepared according to A2. C-1) (0.00014 mol) and 4-(1H-1,2,4-triazol-1-yl)-benzenamine (0.00016 mol) in DMSO (0.5 ml) was reacted for 3 hours in a shaker at 100C, then the reaction mixture was shaken at 110C. Finally, the mixture was reacted in a microwave at 150C. The resulting precipitate was filtered off and dried (vacuum). Yield: 0.0096 g of final compound 51.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(1,2,4-Triazol-1-yl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2005/12304; (2005); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 252742-72-6 as follows. 252742-72-6

Example 53 (3R*,4R*)-N-[3,5-bis(trifluoromethyl)benzyl]-3-(4-fluorophenyl)-N-methyl-1-[(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]piperidine-4-carboxamide hydrochloride To a solution of the compound (0.30 g) obtained in Example 11 and potassium carbonate (0.083 mg) in 1percent H2O-DMF (5.0 mL) was added 5-(chloromethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (0.096 g) at 0¡ãC, and the mixture was stirred at room temperature for 14 hr. The reaction mixture was poured into water, and the product was extracted with ethyl acetate. The organic layer was washed with brine and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by preparative HPLC. The obtained product was treated with 1 equivalent of 4N hydrogen chloride/ethyl acetate solution to give the title compound as a white powder (0.30 g, 89percent). MS(ESI+): 560(M-HCl+H)

According to the analysis of related databases, 252742-72-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1705176; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

A common heterocyclic compound, 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, molecular formula is C8H8N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 6523-49-5.

A mixture of formamidine from Step 1 (400 mg) and 4-triazolyl-aniline (214 mg, 1 eq) in AcOH (3ml) was heated to 80 for 2 h. Cooled, and the resulting solid was isolated by filtration, washed with sodium bicarbonate, water and MeCN and dried to give pure title compound.1H NMR delta 10.27 (IH, br s), 9.29 (IH, s), 8.86 (IH, s), 8.63 (IH, s), 8.26 (IH, s), 8.22 (IH, dd, J 8.75 2.5Hz), 8.10 (2H, d, J 7.50Hz), 7.88 (4H, m), 7.72 (IH3 d, 7.5Hz), 7.34 (IH, t, 7.5Hz), 4.21 (2H, q, 7.5Hz), 1.41 (3H, t, 7.5Hz); LC-MS rt 2.53 m/z 427 ES+.

The synthetic route of 4-(1,2,4-Triazol-1-yl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., 7343-33-1

2- [6-Chloro-3- (ethanesulfonyl) pyridin-2-yl] -3-methyl-6- (trifluoromethyl)-3H-imidazo [4,5-b] 300mg, potassium carbonate 133 mg, and to a mixture of 3 mL of DMF, was added 3-bromo-1H-1,2,4-triazole 132mg under ice-cooling. After the mixture was stirred under ice-cooling for 2.5 hours, a saturated aqueous solution layer was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, and saturated brine, and dried with anhydrous sodium sulfate. The resulting organic layer was dried under reduced pressure. The resulting residue was subjected to silica gel chromatography to obtain 370mg of the compound of the present invention beta3 referred to below.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; NAKAJIMA, YUJI; OKAWARA, YUICHI; (263 pag.)JP2016/102104; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

4928-88-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 4928-88-5 name is Methyl 1H-1,2,4-triazole-3-carboxylate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

EXAMPLE 12 A mixture of methyl 1,2,4-triazole-3-carboxylate (1.27 g, 0.01 mole) and beta-D-ribofuranosyl-1,2,3,5-tetraacetate (3.18 g, 0.01 mole) was melted and then 0.048 g of methanesulfonic acid was added thereto. The reaction mixture was reacted for hours, while maintaining the temperature of the reaction mixture at 95+-5¡ã C. And then, the reaction mixture was crystallized with 300.8 nit of methanol to give 3.0 g of 1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxylic acid methyl ester (yield: 79percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 1H-1,2,4-triazole-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Lee, Tai-Au; Park, Nam-Jin; Khoo, Ja-Heouk; Lee, Byung-Cheol; US2003/120064; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

3641-08-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 3641-08-5 name is 2H-1,2,4-Triazole-3-carboxamide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

PREPARATION 20 o CF3SO3Si(CH2CH3)3 0^Nv Jl 2,6-lutdine ^Nv Jl f /T NH2 *- f /r VSi(CH2CH3)3HN-N HN-N H1 ,2-dichloroethane500C N-(triethylsilyl)-7H-l,2,4-triazole-3-carboxamideA stirred mixture of l//-l,2,4-triazole-3-carboxamide (500 mg, 4.46 mmol) in 1,2-dichloroethane (4.46 mL) treated at room temperature with 2,6-lutidine (2.08 mL, 17.84 mmol) and triethylsilyl trifluoromethanesulfonate (3.03 mL, 13.38 mmol) and heated under a nitrogen atmosphere at 5O0C. After 4 hours of heating the reaction solution allowed to cool to room temperature and diluted with dichloromethane (25 mL), washed with water (25 mL), 0.5M hydrochloric acid (25 mL), water (25 mL), dried over MgSO4, filtered, and evaporated to solid. The solid was flash chromatographed (silica gel, 10-65% ethyl acetate:hexane) to give the product as a white solid (683 mg).1H NMR (CDCl3, 500MHz, ppm) 0.89 (q, J=8Hz, 6H, CH2), 1.03 (t, j=8 Hz, 9H, CH3), 6.77 (s, IH, NH), 8.63 (s, IH, triazole H-5).LC/MS m/z (positive ion scan) M+l= 227.20

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2H-1,2,4-Triazole-3-carboxamide, and friends who are interested can also refer to it.

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