Category: 1159812-31-3

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1159812-31-3, name is 7-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1159812-31-3

To 7-bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine (2.14 g, 10.09 mmolAnd benzophenone imine (2.75g, 15.17mmol)In a solution of 1,4-dioxane (40 mL),Add Pd2(dba)3 (467.0 mg, 0.51 mmol),BINAP (95%, 664.4 mg, 1.01 mmol)And t-BuONa (1.94 g, 20.19 mmol).The reaction system was stirred at 100 C overnight.It was then cooled to room temperature and concentrated under reduced pressure.The residue obtained was purified by silica gel column chromatography (MeOH / DCThe title compound was obtained as a yellow solid (2.56 g, yield: 81.2%).

With the rapid development of chemical substances, we look forward to future research findings about 1159812-31-3.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1159812-31-3, name is 7-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1159812-31-3

To 7-bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine (2.14 g, 10.09 mmolAnd benzophenone imine (2.75g, 15.17mmol)In a solution of 1,4-dioxane (40 mL),Add Pd2(dba)3 (467.0 mg, 0.51 mmol),BINAP (95%, 664.4 mg, 1.01 mmol)And t-BuONa (1.94 g, 20.19 mmol).The reaction system was stirred at 100 C overnight.It was then cooled to room temperature and concentrated under reduced pressure.The residue obtained was purified by silica gel column chromatography (MeOH / DCThe title compound was obtained as a yellow solid (2.56 g, yield: 81.2%).

With the rapid development of chemical substances, we look forward to future research findings about 1159812-31-3.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1159812-31-3 , The common heterocyclic compound, 1159812-31-3, name is 7-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine, molecular formula is C7H6BrN3, 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.

7-bromo-2-methyl-[l,2,4]triazolo[l,5-a]pyridine (50.9 mg, 0.240 mmol), potassium acetate (70.7 mg, 0.720 mmol), 2nd generation XPhos precatalyst (14.16 mg, 0.018 mmol) and bis(pinacolato)diboron (60.9 mg, 0.240 mmol) were added to a 40 mL reaction vial and evacuated and charged multiple times with nitrogen. Added dioxane (1920 mu), then evacuated and charged the vessel again with nitrogen (3x). Heated to 100C and monitored by LCMS for loss of bromopyrazole. Once bromopyrazole was consumed, the reaction was cooled to room temperature and 2-bromo-6-chloro-3-(l-((l-fluorocyclopentyl)methyl)-lH-pyrazol-4-yl)-5-methylpyridine (INTERMEDIATE H6, 89 mg, 0.240 mmol) was added along with l, l’-bis(di-tert- butylphosphino)ferrocene palladium dichloride (9.39 mg, 0.014 mmol). The reaction was evacuated and charged 3x with nitrogen, followed by the addition of 3M aqueous potassium carbonate (240 mu, 0.720 mmol). Heated to 50C overnight. Partitioned between water and ethyl acetate. Extracted the aqueous twice more with ethyl acetate. The organics were passed over a bed of sodium sulfate and the filtrate evaporated. Purified by silica gel chromatography, eluting with 20-100% 3 : 1 EtOAc:EtOH in hexanes to give the title compound. MS(M+1): 425.

The synthetic route of 1159812-31-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; ACTON, John, J., III; BAO, Jianming; DENG, Qiaolin; EGBERTSON, Melissa; FERGUSON, Ronald, III; GAO, Xiaolei; HARRISON, Scott Timothy; KNOWLES, Sandra, L.; LI, Chunsing; LO, Michael Man-Chu; MAZZOLA, Robert, D., Jr.; MENG, Zhaoyang; NA, Meng; RUDD, Michael, T.; SELYUTIN, Oleg, B.; TELLERS, David, M.; TONG, Ling; ZHANG, Fengqi; (195 pag.)WO2019/5587; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1159812-31-3 , The common heterocyclic compound, 1159812-31-3, name is 7-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine, molecular formula is C7H6BrN3, 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.

7-bromo-2-methyl-[l,2,4]triazolo[l,5-a]pyridine (50.9 mg, 0.240 mmol), potassium acetate (70.7 mg, 0.720 mmol), 2nd generation XPhos precatalyst (14.16 mg, 0.018 mmol) and bis(pinacolato)diboron (60.9 mg, 0.240 mmol) were added to a 40 mL reaction vial and evacuated and charged multiple times with nitrogen. Added dioxane (1920 mu), then evacuated and charged the vessel again with nitrogen (3x). Heated to 100C and monitored by LCMS for loss of bromopyrazole. Once bromopyrazole was consumed, the reaction was cooled to room temperature and 2-bromo-6-chloro-3-(l-((l-fluorocyclopentyl)methyl)-lH-pyrazol-4-yl)-5-methylpyridine (INTERMEDIATE H6, 89 mg, 0.240 mmol) was added along with l, l’-bis(di-tert- butylphosphino)ferrocene palladium dichloride (9.39 mg, 0.014 mmol). The reaction was evacuated and charged 3x with nitrogen, followed by the addition of 3M aqueous potassium carbonate (240 mu, 0.720 mmol). Heated to 50C overnight. Partitioned between water and ethyl acetate. Extracted the aqueous twice more with ethyl acetate. The organics were passed over a bed of sodium sulfate and the filtrate evaporated. Purified by silica gel chromatography, eluting with 20-100% 3 : 1 EtOAc:EtOH in hexanes to give the title compound. MS(M+1): 425.

The synthetic route of 1159812-31-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; ACTON, John, J., III; BAO, Jianming; DENG, Qiaolin; EGBERTSON, Melissa; FERGUSON, Ronald, III; GAO, Xiaolei; HARRISON, Scott Timothy; KNOWLES, Sandra, L.; LI, Chunsing; LO, Michael Man-Chu; MAZZOLA, Robert, D., Jr.; MENG, Zhaoyang; NA, Meng; RUDD, Michael, T.; SELYUTIN, Oleg, B.; TELLERS, David, M.; TONG, Ling; ZHANG, Fengqi; (195 pag.)WO2019/5587; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1159812-31-3, Adding some certain compound to certain chemical reactions, such as: 1159812-31-3, name is 7-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine,molecular formula is C7H6BrN3, 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 1159812-31-3.

To a solution of 7-bromo-2-methyl-[l,2,4]triazolo[1,5-a]pyridine (4.40 g, 20.7 mmol) and diphenylmethanimine (5.64 g, 31.1 mmol) in l,4-dioxane (60 mL) were added Pd2(dba)3 (952.2 mg, 1.04 mmol), BINAP (1.29 g, 2.07 mmol) and Cs2C03 (13.52 g, 41.50 mmol). The mixture was stirred at 100 C for 4 hours under N2 atmosphere, and concentrated in vacuo. The residue was diluted with water (200 mL) and DCM (100 mL), and the separated aqueous layer was extracted with DCM (100 mL c 2). The combined organic layers were washed with water (100 mL c 2), and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v) = 1/5 to 1/2) to give the title compound as brown oil (6.48 g, yield 100%).MS (ESI, pos. ion) m/z: 313.1 [M+H]+.

According to the analysis of related databases, 1159812-31-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; LI, Minxiong; PENG, Ju; LI, Xiaobo; ZHANG, Tao; HU, Haiyang; CHEN, Wuhong; BAI, Changlin; KE, Donghua; CHEN, Peng; (281 pag.)WO2019/99311; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1159812-31-3, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1159812-31-3, name is 7-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

To boronic acid ester compound having triazole side chain (23, 2.63 g) and 7-bromotriazolopyridine derivative (24, 2.15 g, prepared as described in Example 4 using compound 18 of Example 5) in dioxane (50 mL) and water (12 mL), Na2CO3 (2.47 g) and Pd(Ph3P)4 (821 mg) were added and the reaction mixture was heated at 90 C. to 100 C. for 1.5 hours. The solvent was then removed under reduced pressure to reduce the volume by half, and water was added. After the resulting precipitate was filtered and dissolved in ethanol, 1.95 g of colorless compound 25 was precipitated (73%).Compound 25: 1H-NMR (300 MHz, DMSO-d6) 2.48 (br s, 3H), 3.96 (dd, 9.5, 6, 1H), 4.30 (dd, 9.5, 9.5, 1H), 4.86 (d, 5, 2H), 5.19 (ddt, 9.5, 6, 5, 1H), 7.30 (ddd, 7, 1.5, 1.5, 1H), 7.42 (dd, 8.5, 2, 1H), 7.58 (dd, 14, 2, 1H), 7.74 (dd, 8.5, 8.5, 1H), 7.77 (d, 1, 1H), 7.86 (br s, 1H), 8.18 (d, 1, 1H), 8.88 (d, 7, 1H);LRMS m/z 393 (M+, 7), 349 (14), 320 (6), 279 (8), 242 (10), 158 (11), 108 (21), 80 (29), 53 (100).

According to the analysis of related databases, 1159812-31-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Katoh, Issei; Aoki, Toshiaki; Suzuki, Hideyuki; Utsunomiya, Iwao; Kuroda, Norikazu; Iwaki, Tsutomu; US2011/98471; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1159812-31-3, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1159812-31-3, name is 7-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

To boronic acid ester compound having triazole side chain (23, 2.63 g) and 7-bromotriazolopyridine derivative (24, 2.15 g, prepared as described in Example 4 using compound 18 of Example 5) in dioxane (50 mL) and water (12 mL), Na2CO3 (2.47 g) and Pd(Ph3P)4 (821 mg) were added and the reaction mixture was heated at 90 C. to 100 C. for 1.5 hours. The solvent was then removed under reduced pressure to reduce the volume by half, and water was added. After the resulting precipitate was filtered and dissolved in ethanol, 1.95 g of colorless compound 25 was precipitated (73%).Compound 25: 1H-NMR (300 MHz, DMSO-d6) 2.48 (br s, 3H), 3.96 (dd, 9.5, 6, 1H), 4.30 (dd, 9.5, 9.5, 1H), 4.86 (d, 5, 2H), 5.19 (ddt, 9.5, 6, 5, 1H), 7.30 (ddd, 7, 1.5, 1.5, 1H), 7.42 (dd, 8.5, 2, 1H), 7.58 (dd, 14, 2, 1H), 7.74 (dd, 8.5, 8.5, 1H), 7.77 (d, 1, 1H), 7.86 (br s, 1H), 8.18 (d, 1, 1H), 8.88 (d, 7, 1H);LRMS m/z 393 (M+, 7), 349 (14), 320 (6), 279 (8), 242 (10), 158 (11), 108 (21), 80 (29), 53 (100).

According to the analysis of related databases, 1159812-31-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Katoh, Issei; Aoki, Toshiaki; Suzuki, Hideyuki; Utsunomiya, Iwao; Kuroda, Norikazu; Iwaki, Tsutomu; US2011/98471; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem