Category: 929617-30-1

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 929617-30-1, name is 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine. A new synthetic method of this compound is introduced below., Product Details of 929617-30-1

Into a 30 mL sealed tube was placed 5-bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine (900 mg, 4.24 mmol), Pd(dppf)CI2 (315 mg, 0.43 mmol), KOAc (1.25 g, 12.7 mmol) and N,N- dimethylformamide (10 mL). This was followed by the addition of methanol (10 mL) and CO gas. The solution was stirred for 1 h overnight at 80C in an oil bath. The mixture was concentrated under vacuum. The residue was purified over a silica gel column with dichloromethane/methanol (20:1). This resulted in 0.60 g (74%) of methyl 3-methyl-1H- pyrazolo[3,4-c]pyridine-5-carboxylate as a brown solid.

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, 929617-30-1, 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine.

Reference:
Patent; MERCK PATENT GMBH; CANCER RESEARCH TECHNOLOGY LTD.; SCHIEMANN, Kai; MALLINGER, Aurelie; (147 pag.)WO2016/26549; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 929617-30-1 ,Some common heterocyclic compound, 929617-30-1, 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.

Example 325e 5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine 325e and 5-Bromo-2,3-dimethyl-2H-pyrazolo[3,4-c]pyridine 326a A mixture of 325d (3.0 g, 14.2 mmol), CH3I (2.40 g, 17.0 mmol), and K2CO3 (2.9 g, 21.3 mmol) in acetonitrile (60 mL) was stirred at 30C for 1 h. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica-gel column chromatography eluting with 8:1 petroleum ether/ethyl acetate to afford 325e (920 mg, 29.0%) as a white solid, and eluting with 2:1 petroleum ether/ethyl acetate to afford 326a (390 mg, 12.0%) as a gray solid. MS-ESI: [M+H]+ 226.1.

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. 929617-30-1, 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 929617-30-1, name is 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine. A new synthetic method of this compound is introduced below., Product Details of 929617-30-1

Into a 30 mL sealed tube was placed 5-bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine (900 mg, 4.24 mmol), Pd(dppf)CI2 (315 mg, 0.43 mmol), KOAc (1.25 g, 12.7 mmol) and N,N- dimethylformamide (10 mL). This was followed by the addition of methanol (10 mL) and CO gas. The solution was stirred for 1 h overnight at 80C in an oil bath. The mixture was concentrated under vacuum. The residue was purified over a silica gel column with dichloromethane/methanol (20:1). This resulted in 0.60 g (74%) of methyl 3-methyl-1H- pyrazolo[3,4-c]pyridine-5-carboxylate as a brown solid.

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, 929617-30-1, 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine.

Reference:
Patent; MERCK PATENT GMBH; CANCER RESEARCH TECHNOLOGY LTD.; SCHIEMANN, Kai; MALLINGER, Aurelie; (147 pag.)WO2016/26549; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 929617-30-1 ,Some common heterocyclic compound, 929617-30-1, 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.

Example 325e 5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine 325e and 5-Bromo-2,3-dimethyl-2H-pyrazolo[3,4-c]pyridine 326a A mixture of 325d (3.0 g, 14.2 mmol), CH3I (2.40 g, 17.0 mmol), and K2CO3 (2.9 g, 21.3 mmol) in acetonitrile (60 mL) was stirred at 30C for 1 h. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica-gel column chromatography eluting with 8:1 petroleum ether/ethyl acetate to afford 325e (920 mg, 29.0%) as a white solid, and eluting with 2:1 petroleum ether/ethyl acetate to afford 326a (390 mg, 12.0%) as a gray solid. MS-ESI: [M+H]+ 226.1.

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. 929617-30-1, 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 929617-30-1 ,Some common heterocyclic compound, 929617-30-1, 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.

To a 500 mL round bottom flask containing 75 mL dry THF was dissolved 5- bromo-3-methyl-1 /-/-pyrazolo[3,4-c]pyridine (5.5 g, 25.9 mmol), and the contents were cooled to -15 0C. Sodium hydride (1.24 g (60% by wt., 31.1 mmol) was slowly added in portions to the cold stirring mixture, wherein vigorous gas evolution was observed (NOTE: Use caution during handling and addition of sodium hydride). After stirring for 15 min, benzenesulfonyl chloride (3.66 ml_, 28.5 mmol) was added dropwise via syringe. After stirring 15 min, the contents were removed from the cold bath and stirred with warming to room temperature over a 3 h period. The reaction mixture was poured onto a vigorously stirred solution of ice:water (1 :1 , 500 g), upon which the solid product crashes out. After stirring an additional 10 min, the heterogenous mixture was vacuum filtered and the filter cake was washed with additional water. The resultant solid was triturated with methanol (30 ml_), and the title compound is obtained as an off-white solid (10.75 g, 82%). 1H NMR: (CD3OD- d4) 9.27 (s, 1 H), 8.05 (s, 1 H), 8.01 (d, 2H), 7.69-7.73 (m, 1 H), 7.57-7.61 (m, 2H), 2.53 (s, 3H) ; LC/MS (MH+) = 351.8, 353.8; RT = 2.05 min.

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. 929617-30-1, 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/32651; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 929617-30-1 ,Some common heterocyclic compound, 929617-30-1, 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.

Under nitrogen protection, to 6 mL of dioxane was added 5-bromo-3-methyl-lH- pyrazolo[3,4-c]pyridine from Example 102 (0.21 g, 1 mmol), 3-fluorophenylboronic acid (0.28 g, 2 mmol), PdCl2(dppf) (87 mg, 0.1 mmol) and 2 M Na2C03 (2 mmol, 1 mL). The suspension was heated under microwave radiation at 130 C for 1 hour. It was cooled to room temperature and the solvent was removed the solvent. The crude product was purified by SGC(EtO Ac/Petroleum : 1/1) to afford 79 mg (34%) of 122 as a white solid. 1H NMR (400MHz,CDCl3): delta 9.12 (s, 1 H), 7.98 (s, 1 H), 7.75 – 7.82 (m, 2 H), 7.44 – 7.47 (m, 1 H), 7.08 – 7.09 (m, 1 H), 2.67 (s, 3 H). ESI MS m/z = 229 (M+l)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,929617-30-1, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; DO, Steven; HU, Huiyong; KOLESNIKOV, Aleksandr; LEE, Wendy; TSUI, Vickie Hsiao-Wei; WANG, Xiaojing; WEN, Zhaoyang; WO2013/24002; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 929617-30-1 ,Some common heterocyclic compound, 929617-30-1, 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.

Under nitrogen protection, to 6 mL of dioxane was added 5-bromo-3-methyl-lH- pyrazolo[3,4-c]pyridine from Example 102 (0.21 g, 1 mmol), 3-fluorophenylboronic acid (0.28 g, 2 mmol), PdCl2(dppf) (87 mg, 0.1 mmol) and 2 M Na2C03 (2 mmol, 1 mL). The suspension was heated under microwave radiation at 130 C for 1 hour. It was cooled to room temperature and the solvent was removed the solvent. The crude product was purified by SGC(EtO Ac/Petroleum : 1/1) to afford 79 mg (34%) of 122 as a white solid. 1H NMR (400MHz,CDCl3): delta 9.12 (s, 1 H), 7.98 (s, 1 H), 7.75 – 7.82 (m, 2 H), 7.44 – 7.47 (m, 1 H), 7.08 – 7.09 (m, 1 H), 2.67 (s, 3 H). ESI MS m/z = 229 (M+l)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,929617-30-1, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; DO, Steven; HU, Huiyong; KOLESNIKOV, Aleksandr; LEE, Wendy; TSUI, Vickie Hsiao-Wei; WANG, Xiaojing; WEN, Zhaoyang; WO2013/24002; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 929617-30-1, Adding some certain compound to certain chemical reactions, such as: 929617-30-1, name is 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]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 929617-30-1.

To a solution of 5-Bromo-3-methyl-lH-pyrazolo[3,4-c]pyridine from Example 102 (106 mg, 0.5 mmol) in DMF (5 mL) was added Pd(dppf)Cl2 ( 20 mg ), saturated solution of Na2C03 ( 1 mL ) and lH-pyrazol-3-ylboronic acid ( 67 mg, 0.6 mmol ). The mixture was stirred under argon for 16 h at 80 C. After cooling down, the solvent was removed under reduced pressure and the residue was purified by silica-gel column chromatography (mobile phase: EA:PE = 1 : 1) to afford 103 (15 mg, 15% ). 1H NMR (500 MHz, MeOD) delta 8.96 (s, 1H), 8.23 (s, 1H), 7.71 (s, 1H), 6.90 (d, J= 1.5, 1H), 2.65 (s, 3H). ESI MS m/z = 200.1 (M+l)

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. 929617-30-1, 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; DO, Steven; HU, Huiyong; KOLESNIKOV, Aleksandr; LEE, Wendy; TSUI, Vickie Hsiao-Wei; WANG, Xiaojing; WEN, Zhaoyang; WO2013/24002; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.929617-30-1, name is 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine, molecular formula is C7H6BrN3, molecular weight is 212.05, as common compound, the synthetic route is as follows.Recommanded Product: 929617-30-1

Step 4: To a solution of 5-bromo-3-methyl-lH-pyrazolo[3,4-c]pyridine (106 mg,0.5 mmol) in DMF (5 mL) was added Pd(dppf)Cl2 (20 mg), saturated solution of Na2C03 (1 mL) and lH-pyrazol-4-ylboronic acid (67 mg, 0.6 mmol). Under argon, the mixture was stirred under microwave irradiation for 1 h at 150 C. After cooling down, the solvent was removed under reduced pressure and the residue was purified by silica-gel column chromatography (mobile phase: EA:PE = 1 : 1) to afford 102 (15 mg, 15% ). 1H NMR (500 MHz, MeOD) 5 8.88 (s, 1H), 8.16 (m, 2H), 8.00 (s, 1H), 2.61 (s, 3H); ESI MS m/z = 200.1 (M+l)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,929617-30-1, 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; DO, Steven; HU, Huiyong; KOLESNIKOV, Aleksandr; LEE, Wendy; TSUI, Vickie Hsiao-Wei; WANG, Xiaojing; WEN, Zhaoyang; WO2013/24002; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem