2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(phenylsulfonamido)benzamide

Base Information

• Chemical Name: 2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(phenylsulfonamido)benzamide
• CAS No.: 1186607-69-1
• Molecular Formula: C₂₀H₁₅F₂N₅O₄S
• Molecular Weight: 459.433

Synonyms:2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(phenylsulfonamido)benzamide

Chemical Property of 2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(phenylsulfonamido)benzamide

Chemical Property:

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Technology Process of 2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(phenylsulfonamido)benzamide

There total 8 articles about 2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(phenylsulfonamido)benzamide 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: 13.0%

3-methoxy-1H-pyrazolo[3,4-b]pyridine-5-amine (1186609-65-3) + 2,6-difluoro-3-(phenylsulfonamido)benzoic acid (1269421-44-4) → 2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(phenylsulfonamido)benzamide (1186607-69-1)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.ejmech.2019.06.042

Reference yield:

3-methoxy-1H-pyrazolo[3,4-b]pyridine-5-amine (1186609-65-3) → 2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(phenylsulfonamido)benzamide (1186607-69-1)

Guidance literature:

Multi-step reaction with 3 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 25 °C

2: tin(II) chloride dihdyrate / ethyl acetate / 77 °C

3: pyridine / dichloromethane

With pyridine; tin(II) chloride dihdyrate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.06.097

Reference yield:

2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-nitrobenzamide (1186609-50-6) → 2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(phenylsulfonamido)benzamide (1186607-69-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tin(II) chloride dihdyrate / ethyl acetate / 77 °C

2: pyridine / dichloromethane

With pyridine; tin(II) chloride dihdyrate; In dichloromethane; ethyl acetate;

DOI:10.1016/j.bmcl.2011.06.097

upstream raw materials:

3-methoxy-1H-pyrazolo[3,4-b]pyridine-5-amine

3-amino-2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)benzamide

benzenesulfonyl chloride

2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-nitrobenzamide

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