4-{[(1H-pyrazolo[3_,4-b]pyridine-5-carbonyl)amino]methyl}benzenesulfonyl chloride

Base Information

• Chemical Name: 4-{[(1H-pyrazolo[3_,4-b]pyridine-5-carbonyl)amino]methyl}benzenesulfonyl chloride
• CAS No.: 1453176-77-6
• Molecular Formula: C₁₄H₁₁ClN₄O₃S
• Molecular Weight: 350.785

Synonyms:4-{[(1H-pyrazolo[3_,4-b]pyridine-5-carbonyl)amino]methyl}benzenesulfonyl chloride

Chemical Property of 4-{[(1H-pyrazolo[3_,4-b]pyridine-5-carbonyl)amino]methyl}benzenesulfonyl chloride

Chemical Property:

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Technology Process of 4-{[(1H-pyrazolo[3_,4-b]pyridine-5-carbonyl)amino]methyl}benzenesulfonyl chloride

There total 6 articles about 4-{[(1H-pyrazolo[3_,4-b]pyridine-5-carbonyl)amino]methyl}benzenesulfonyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid benzylamide (1453176-76-5) → 4-{[(1H-pyrazolo[3,4-b]pyridine-5-carbonyl)amino]methyl}benzenesulfonyl chloride (1453176-77-6)

Guidance literature:

With chlorosulfonic acid; at 20 ℃; for 6h; Cooling with ice;

Reference yield:

ethyl 4-chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate (227617-16-5) → 4-{[(1H-pyrazolo[3,4-b]pyridine-5-carbonyl)amino]methyl}benzenesulfonyl chloride (1453176-77-6)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine; hydrogen; 10 wt% Pd(OH)2 on carbon / tetrahydrofuran / 3 h / 20 °C

2: trifluoroacetic acid / 4 h / 80 °C

3: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 24 h / 20 °C

4: chlorosulfonic acid / 6 h / 20 °C / Cooling with ice

With chlorosulfonic acid; 10 wt% Pd(OH)2 on carbon; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

Reference yield:

ethyl 1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b] pyridine-5-carboxylate (1086423-59-7) → 4-{[(1H-pyrazolo[3,4-b]pyridine-5-carbonyl)amino]methyl}benzenesulfonyl chloride (1453176-77-6)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / 4 h / 80 °C

2: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 24 h / 20 °C

3: chlorosulfonic acid / 6 h / 20 °C / Cooling with ice

With chlorosulfonic acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

upstream raw materials:

4-Hydroxy-1-[(4-methoxyphenyl)methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

ethyl 4-chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

ethyl 1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b] pyridine-5-carboxylate

1H-pyrazolo[3,4-b] pyridine-5-carboxylic acid

Downstream raw materials:

1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid 4-(4-pyrrolidin-1-ylpiperidine-1-sulfonyl)benzylamide

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