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

New discoveries in chemical research and development in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 4-Bromo-1-methyl-1H-1,2,3-triazole

Step 5 To the above solution was added 4-bromo-1-methyl-1H-1,2,3-triazole (XXXII) (0.064 g, 0.395 mmol), Pd(dppf)Cl2-CH2Cl2 adduct (0.032 g, 0.040 mmol) and 2 M aqueous solution of potassium carbonate (0.395 mL, 0.790 mmol). The reaction mixture was heated overnight at 95 C. The reaction mixture was absorbed on silica and purified by ISCO using CHCl3/7N NH3 in MeOH (0?5%) followed by preparative TLC to obtain N-(6-(1-methyl-1H-1,2,3-triazol-4-yl)isoquinolin-3-yl)-1-(3,3,3-trifluoropropyl) piperidine-4-carboxamide (271) as a beige solid (0.011 g, 0.025 mmol, 6.44% yield). 1H NMR (DMSO-d6, 500 MHz) delta ppm 1.60-1.73 (m, 2H), 1.76-1.84 (m, 2H), 1.92-2.01 (m, 2H), 2.41-2.60 (m, 5H), 2.94 (br d, J=11.25 Hz, 2 H), 4.14 (s, 3H), 8.01 (dd, J=8.51, 1.37 Hz, 1H), 8.11 (d, J=8.51 Hz, 1H), 8.28 (s, 1H), 8.50 (s, 1H), 8.73 (s, 1H), 9.11 (s, 1H), 10.55 (s, 1H); ESIMS found for C21H23F3N6O m/z 433.2 (M+1).

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Mittapalli, Gopi Kumar; Hofilena, Brian Joseph; Marakovits, Joseph Timothy; Chiruta, Chandramouli; Mak, Chi Ching; Cao, Jianguo; (324 pag.)US2017/313681; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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Application of 13273-53-5, 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. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, molecular formula is C3H4BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

A mixture of tert-butyl 4-({[2-amino-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)pyridin-3-yl]oxy}methyl)piperidine-1 -carboxylate (I-55) (580 mg, 1 .34 mmol), 4-bromo-1 -methyl-1 /-/-1 ,2,3-triazole (260 mg, 1 .61 mmol), Cs2C03 (2 N, 1 .34 mL, 2.68 mmol) in toluene (2 mL) and EtOH (6 mL) was added Pd(PPh3)4 (30.9 mg, 0.0268 mmol). The mixture was thoroughly degassed before heating under nitrogen at 80 C for 18 hr. TLC (EtOAc) indicated the reaction was completed. The mixture was concentrated under vacuum to dryness, and the residue purified by silica gel chromatography (petroleum ether/ EtOAc = 1/1 to 0/1) to give tert-butyl 4-({[2-amino-5-(1 -methyl-1 /-/-1 ,2, 3-triazol-4-yl)pyridin-3-yl]oxy}methyl)piperidine-1 -carboxylate (I-60) (503 mg, 97%) as a white solid.

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Reference:
Patent; PFIZER INC.; JOHNSON, Ted William; RICHARDSON, Paul Francis; COLLINS, Michael Raymond; RICHTER, Daniel Tyler; BURKE, Benjamin Joseph; GAJIWALA, Ketan; NINKOVIC, Sacha; LINTON, Maria Angelica; LE, Phuong Thi Quy; HOFFMAN, Jacqui Elizabeth; (335 pag.)WO2016/97918; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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Future efforts will undeniably focus on the diversification of the new catalytic transformations. These may comprise an expansion of the substrate scope from aromatic and heteroaromatic compounds to other hydrocarbons. Keep reading other articles of 13273-53-5.

Reference of 13273-53-5, 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. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, molecular formula is C3H4BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

A solution of 4-bromo-1-methyl-1H-1,2,3-triazole (5 g, 30.87 mmol), tert-butyl prop-2-enoate (11.9 g, 92.85 mmol), palladium acetate (1.1 g, 4.90 mmol), tri-o-tolylphosphane (1.9 g, 6.24 mmol) and triethylamine (4.7 g, 46.45 mmol) in N,N-dimethylformamide (50 mL, 646.09 mmol) was stirred for 12 h at 110 C. The resulting mixture was cooled to room temperature and then diluted with water. The resulting solution was extracted with ethyl acetate, dried with anhydrous sodium sulfate. After filtration, the filtrate was concentrated under vacuum. The residue was purified by flash chromatography on a silica eluted with ethyl acetate/petroleum ether (3/2) to afford tert-butyl (2E)-3-(1-methyl-1H-1,2,3-triazol-4-yl)prop-2-enoate (3.6 g, 17.23 mmol) as a yellow solid. LCMS (ESI) [M+H]+=210

Reference:
Patent; Genentech, Inc.; Chan, Bryan; Drobnick, Joy; Gazzard, Lewis; Heffron, Timothy; Liang, Jun; Malhotra, Sushant; Mendonca, Rohan; Rajapaksa, Naomi; Stivala, Craig; Tellis, John; Wang, Weiru; Wei, BinQing; Zhou, Aihe; Cartwright, Matthew W.; Lainchbury, Michael; Gancia, Emanuela; Seward, Eileen; Madin, Andrew; Favor, David; Fong, Kin Chiu; Hu, Yonghan; Good, Andrew; US2018/282282; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms.In my other articles, you can also check out more blogs about 4-Bromo-1-methyl-1H-1,2,3-triazole.

Related Products of 13273-53-5, 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. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, molecular formula is C3H4BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

In a microwave tube to a mixture of 3,3-dimethyl-6-(2-methylpyrimidin-5-yl)indolin-2-one (100 mg, 395 imol, Eq: 1.00, cf. Example 70 step c) and 4-bromo-1-methyl-1H-1,2,3-triazole (76.7 mg, 474 imol, Eq: 1.2) was added acetonitrile (3 ml). The solvent was degassed by bubbling nitrogen through the suspension for 10 minutes. Then was added at 22 C N,N?5 dimethylethylenediamine (6.96 mg, 8.5 jil, 79.0 imol, Eq: 0.2) followed by potassium carbonate(136 mg, 987 imol, Eq: 2.5) and copper (I) iodide (7.52 mg, 39.5 imol, Eq: 0.1). The tube was inerted, sealed and the mixture was heated in microwave at 170C for 30 minutes.The mixture was treated with 2 ml of water and extracted with ethyl acetate (2 x 2 ml). The organic layers were dried, filtered and concentrated in vacuo.The residue was purified by chromatography on silica gel to give the desired compound as a white solid (8 mg, 6%). MS (mlz) = 335.2 [M + H].

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HILPERT, Hans; KOLCZEWSKI, Sabine; HUMM, Roland; STOLL, Theodor; MUSER, Thorsten; PLANCHER, Jean-Marc; GAUFRETEAU, Delphine; (142 pag.)WO2015/197567; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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Reference of 13273-53-5, 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. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, molecular formula is C3H4BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

To a solution of 6,8-dichloro-2-methyl-4-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,2,3,4-tetrahydroisoquinoline(50 mg) obtained in Reference Example 3-1 in a dioxane (1.0 mL)-water (0.25 mL) mixed solvent,4-bromo-1-methyltriazole (23 mg), tri(2-furyl)phosphine (17 mg), cesium carbonate (78 mg), and tris(dibenzylideneacetone)dipalladium(0) (11 mg) were added in a nitrogen gas atmosphere, and the mixture was stirred at 90C for 5 hours.The reaction solution was allowed to cool, and then, water was added thereto, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered, and then, the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (Biotage(registeredtrademark) SNAP Cartridge HP-Sphere, hexane:ethyl acetate = 100:0 ? 5:95) to obtain the title compound (12 mg,yield: 23%) as a light brown amorphous substance. 1H NMR (300 MHz, CDCl3) delta ppm 2.48 (s, 3H), 2.63 (dd, J=11.0, 8.5Hz, 1H), 3.03 (dd, J=11.0, 4.9Hz, 1H), 3.52 (d,J=15.7Hz, 1H), 3.84 (d, J=15.7Hz, 1H), 4.15 (s, 3H), 4.25-4.32 (m, 1H), 6.80-6.83 (m, 1H), 7.08-7.15 (m, 1H), 7.23 (d,J=2.0Hz, 1H), 7.33-7.40 (m, 1H), 7.60-7.80 (m, 3H). MS (+): 373 [M+H]+.

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; KURODA, Shoichi; KAWABE, Kenichi; USHIKI, Yasunobu; OHTA, Hiroshi; UNEUCHI, Fumito; SHIBATA, Tsuyoshi; TABUSE, Hideaki; MUNETOMO, Eiji; CHONAN, Sumi; (140 pag.)EP3173408; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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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 4-Bromo-1-methyl-1H-1,2,3-triazole is helpful to your research.

Related Products of 13273-53-5, New Advances in Chemical Research in 2021.In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, molecular formula is C3H4BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

To a mixture of 2-morpholino-N-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-3-yl)acetamide (LXV) (675.4 mg, 1.7 mmol), 4-bromo-1-methyl-1H-1,2,3-triazole (LXVI) (0.55 g, 3.4 mmol) and SPhos Pd G4 (135 mg, 0.17 mmol) in dioxane (10 mL) was added 2 N aqueous K3PO4 (1.7 mL, 3.4 mmol). N2 gas was bubbled into the mixture for 10 min and then heated to 90 C. for 24 h. The reaction mixture was partitioned between EtOAc and aqueous saturated NaHCO3. Insoluble solids were removed by filtration and the organic layer separated and washed with water and brine. The organic layer was separated, dried (MgSO4) and concentration to dryness under vacuum. The crude was then combined with the insoluble solid, dissolved in a mixture of chloroform/MeOH, absorbed on silica gel and was purified by column chromatography (0%?70% CHCl3/10% 7N NH3 MeOH in CHCl3) to give N-(6-(1-Methyl-1H-1,2,3-triazol-4-yl)isoquinolin-3-yl)-2-morpholinoacetamide 11 as a brown solid (170.0 mg, 0.482 mmol, 28.4% yield). 1H NMR (499 MHz, DMSO-d6) delta ppm 2.55-2.61 (4H, m), 3.25 (2H, s), 3.63-3.69 (4H, m), 4.14 (3H, s), 8.04 (1H, dd, J=8.51, 1.65 Hz), 8.13 (1H, d, J=8.78 Hz), 8.33 (1H, s), 8.50 (1H, s), 8.74 (1H, s), 9.13 (1H, s), 10.07 (1H, s); ESIMS found for C18H20N6O2 m/z 353.2 (M+1).

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Mittapalli, Gopi Kumar; Chiruta, Chandramouli; Hofilena, Brian Joseph; Mak, Chi Ching; Eastman, Brian Walter; Bollu, Venkataiah; (158 pag.)US2019/119263; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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To a solution of the crude (S)-4-(2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-2-fluorobenzamide (30 mg, 0.059 mmol) in residual dioxane was added 4-bromo-1-methyl-1H-1,2,3-triazole (14.24 mg, 0.088 mmol), PdCl2(dppf) (42.9 mg, 0.059 mmol), DME (195 mul) and 2 M Na2CO3 (130 mul) at room temperature. The reaction mixture was stirred for 5 h. After water and EtOAc were added, the organic layer was extracted with EtOAc. The organic layer was washed with water and brine, dried over anhydrous Na2SO4, filtered off, and concentrated in vacuo. The crude product was purified by prep HPLC. The pure fractions were lyophilized yielding (S)-4-(2-amino-5-(1-methyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-2-fluorobenzamide as a TFA salt (25% over 2 steps). LCMS (m/z): 467.3 (MH+), 0.61 min; 1H NMR (400 MHz, CD3OD) delta ppm 8.64 (m, 1H), 8.31 (m, 1H), 8.25 (m, 2H), 8.2 (m, 1H), 7.82 (m, 1H), 7.4 (m, 3H), 7.28 (m, 2H), 7.22 (m, 1H), 5.11 (m, 1H), 4.07 (s, 3H), 3.78 (m, 2H).

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Reference:
Patent; Novartis AG; Bagdanoff, Jeffrey T.; Ding, Yu; Han, Wooseok; Huang, Zilin; Jiang, Qun; Jin, Jeff Xianming; Kou, Xiang; Lee, Patrick; Lindvall, Mika; Min, Zhongcheng; Pan, Yue; Pecchi, Sabina; Pfister, Keith Bruce; Poon, Daniel; Rauniyar, Vivek; Wang, Xiaojing Michael; Zhang, Qiong; Zhou, Jianguang; Zhu, Shejin; (366 pag.)US9242996; (2016); B2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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Related Products of 13273-53-5, 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, 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, molecular formula is C3H4BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

General procedure: To a 50 mL round bottle flask was added 1,1?-Bis(diphenylphosphino)ferrocenedichloro Palladium(II) (0.1equiv), bromide (1.0equiv) and vinylboronic acid pinacol ester (2.0equiv) in 20mL dioxane. The mixture was degassed for 5min, and sodium carbonate aqueous solution (2.0M, 10equiv) was added. The mixture was then heated to 85C for 14h. After cooled to rt, the reaction mixture was filtered through a short Celite pad and washed with EtOAc. The organic solution was concentrated under reduced pressure and the residue was loaded into combi flush for purification to afford the product as oil.

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Reference:
Article; Lian, Yajing; Burford, Kristen; Londregan, Allyn T.; Tetrahedron; vol. 71; 50; (2015); p. 9509 – 9514;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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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, 4-Bromo-1-methyl-1H-1,2,3-triazole, other downstream synthetic routes, hurry up and to see.

Related Products of 13273-53-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

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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.

Related Products of 13273-53-5, A common heterocyclic compound, 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, molecular formula is C3H4BrN3, 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.