Category: 1033772-26-7

Adding a certain compound to certain chemical reactions, such as: 1033772-26-7, Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate, 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, Application In Synthesis of Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate, blongs to pyridine-derivatives compound. Application In Synthesis of Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate

To a stirring solution of methyl 1 H-pyrazolo[3,4-c]pyridine-5-carboxylate (0.628 g, 3.545 mmol) in DMF (15 mL) was added 4-fluorobenzyl bromide (0.442 mL, 3.545 mmol) followed by potassium carbonate (0.490 g, 3.545 mmol), and the mixture was stirred overnight at room temperature. Saturated sodium bicarbonate was added and the mixture was extracted with ethyl acetate (3 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated. The crude solid was purified by flash column chromatography (silica gel, 0-20% acetonitrile: chloroform v/v) to provide pure desired methyl 1-(4-fluorobenzyl)-iH-pyrazolo[3,4-c]pyridine-5-carboxylate (0.66 g, 30% yield over three steps) and the undesired methyl 2-(4-fluoro-benzyl)-2H-pyrazolo[3,4-c]pyridine-5- carboxylate (0.73 g, 33% yield) as white solids. Methyl 1-(4-fluorobenzyl)-lH-pyrazolo[3,4- c] pyridine-5-carboxylate: (at)HNMR (CDCI3, 300 MHz) 8 ppm 8.91 (s, 1 H), 8.59 (s, 1 H), 8.22 (s, 1 H), 7.26 (m, 2H), 7.02 (m, 2H), 5.69 (s, 2H), 4.03 (s, 3H). LCMS (API-ES M+H+) 286. Methyl 2-(4- fluoro-benzyl)-2H-pyrazolo [3,4-c]pyridine-5-carboxylate: ‘HNMR (CDCI3, 300 MHz): 8 ppm 9.32 (s, 1 H), 8.51 (s, 1 H), 8.10 (s, 1 H), 7.36 (m, 2H), 7.09 (m, 2H), 5.65 (2H, s), 4.02 (s, 3H). LCMS (API-ES M+H+) 286.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1033772-26-7, Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; WO2005/103003; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1033772-26-7, Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate, 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, Application In Synthesis of Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate, blongs to pyridine-derivatives compound. Application In Synthesis of Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate

To a stirring solution of methyl 1 H-pyrazolo[3,4-c]pyridine-5-carboxylate (0.628 g, 3.545 mmol) in DMF (15 mL) was added 4-fluorobenzyl bromide (0.442 mL, 3.545 mmol) followed by potassium carbonate (0.490 g, 3.545 mmol), and the mixture was stirred overnight at room temperature. Saturated sodium bicarbonate was added and the mixture was extracted with ethyl acetate (3 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated. The crude solid was purified by flash column chromatography (silica gel, 0-20% acetonitrile: chloroform v/v) to provide pure desired methyl 1-(4-fluorobenzyl)-iH-pyrazolo[3,4-c]pyridine-5-carboxylate (0.66 g, 30% yield over three steps) and the undesired methyl 2-(4-fluoro-benzyl)-2H-pyrazolo[3,4-c]pyridine-5- carboxylate (0.73 g, 33% yield) as white solids. Methyl 1-(4-fluorobenzyl)-lH-pyrazolo[3,4- c] pyridine-5-carboxylate: (at)HNMR (CDCI3, 300 MHz) 8 ppm 8.91 (s, 1 H), 8.59 (s, 1 H), 8.22 (s, 1 H), 7.26 (m, 2H), 7.02 (m, 2H), 5.69 (s, 2H), 4.03 (s, 3H). LCMS (API-ES M+H+) 286. Methyl 2-(4- fluoro-benzyl)-2H-pyrazolo [3,4-c]pyridine-5-carboxylate: ‘HNMR (CDCI3, 300 MHz): 8 ppm 9.32 (s, 1 H), 8.51 (s, 1 H), 8.10 (s, 1 H), 7.36 (m, 2H), 7.09 (m, 2H), 5.65 (2H, s), 4.02 (s, 3H). LCMS (API-ES M+H+) 286.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1033772-26-7, Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; WO2005/103003; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1033772-26-7, 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 1033772-26-7, name is Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

A solution of methyl 1-(4-fluorobenzyl)-3-formyl-1 H-pyrrolo[2,3-c]pyridine-5-carboxylate (312 mg, 1.0 mmol, 1.0 eq) in 4 mL anhydrous dichloromethane) was mixed with a solution of 3-methylpiperazin- 2-one (114 mg, 1.0 mmol, 1.0 eq) in 4 To a stirring solution of methyl 1 H-pyrazolo[3,4-c]pyridine-5-carboxylate (100 mg, 0.351 mmol) in methanol (4 mL) was added a 3.0 M solution of LiOH in water (0.351 mL, 1.05 mmol) and the mixture was stirred overnight, then 1.0 M hydrochloric acid in diethyl ether was added (1.05 mL, 1.05 mmol) and the solvent was evaporated under reduced pressure.. The crude solid was dissolved in DMF and N-methylhydroxylamine hydrochloride (58 mg, 0.698 mmol) was added followed by triethylamine (214 mL, 1.154 mmol) and HATU (266 mg, 0.698 mmol). The mixture was stirred overnight. Water was added and the mixture was extracted with dichloromethane (3 x 20 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated. The crude solid was dissolved in DMSO and purified by reverse phase preparative HPLC to provide a white solid (105 mg, 100% yield). ¹H NMR (DMSO-d6) : No. 10.24 (bs, 1 H), 9.26 (s, 1 H), 8.07 (s, 1 H), 7.37 (m, 2H), 7.15 (m, 2H), 5.81 (s, 2H), 3.31 (s, 3H). Anal. HPLC: >95% ( 254,222 nM). HRMS calcd for C15H13FN4O2 (M+H) 301.1088, found 301.1096.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1033772-26-7, Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate.

Reference:
Patent; PFIZER INC.; WO2005/103003; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1033772-26-7, name is Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate, molecular formula is C8H7N3O2, The 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. Formula: C8H7N3O2

A solution of methyl 1-(4-fluorobenzyl)-3-formyl-1 H-pyrrolo[2,3-c]pyridine-5-carboxylate (312 mg, 1.0 mmol, 1.0 eq) in 4 mL anhydrous dichloromethane) was mixed with a solution of 3-methylpiperazin- 2-one (114 mg, 1.0 mmol, 1.0 eq) in 4 To a stirring solution of methyl 1 H-pyrazolo[3,4-c]pyridine-5-carboxylate (100 mg, 0.351 mmol) in methanol (4 mL) was added a 3.0 M solution of LiOH in water (0.351 mL, 1.05 mmol) and the mixture was stirred overnight, then 1.0 M hydrochloric acid in diethyl ether was added (1.05 mL, 1.05 mmol) and the solvent was evaporated under reduced pressure.. The crude solid was dissolved in DMF and N-methylhydroxylamine hydrochloride (58 mg, 0.698 mmol) was added followed by triethylamine (214 mL, 1.154 mmol) and HATU (266 mg, 0.698 mmol). The mixture was stirred overnight. Water was added and the mixture was extracted with dichloromethane (3 x 20 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated. The crude solid was dissolved in DMSO and purified by reverse phase preparative HPLC to provide a white solid (105 mg, 100% yield). ¹H NMR (DMSO-d6) : No. 10.24 (bs, 1 H), 9.26 (s, 1 H), 8.07 (s, 1 H), 7.37 (m, 2H), 7.15 (m, 2H), 5.81 (s, 2H), 3.31 (s, 3H). Anal. HPLC: >95% ( 254,222 nM). HRMS calcd for C15H13FN4O2 (M+H) 301.1088, found 301.1096.

With the rapid development of chemical substances, we look forward to future research findings about 1033772-26-7.

Reference:
Patent; PFIZER INC.; WO2005/103003; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1033772-26-7, 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. 1033772-26-7, name is Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate, molecular formula is C8H7N3O2, The 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 a solution of 1 H-pyrazolo[3,4-c]pyridine-5-carboxylic acid, methyl ester (1.5 g, 8.5 mmol) in THF (350 mL) at 0 0C was added LAH (958 mg) in two portions. The reaction was stirred at 0 0C for 1.5 hr, and at rt for 1 hr. The reaction was quenched with con. NaOH at 0 0C, and the solid was filtered off and washed with MeOH. The filtrate was concentrated. Purification by column afforded 1 H-pyrazolo[3,4-c]pyridine-5-methanol (1.23 g, 96%).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1033772-26-7, Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; WO2008/71451; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem