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

Base Information

Chemical Name:3-amino-2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)benzamide
CAS No.:1186609-51-7
Molecular Formula:C₁₄H₁₁F₂N₅O₂
Molecular Weight:319.27
Hs Code.:

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

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

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

There total 7 articles about 3-amino-2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)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: 84.4%

: 1186609-50-6
2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-nitrobenzamide

: 1186609-51-7
3-amino-2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)benzamide

Guidance literature:: With tin(II) chloride dihdyrate; In ethyl acetate; at 77 ℃;
DOI:10.1016/j.bmcl.2011.06.097

Reference yield:

: 83141-10-0
2,6-difluoro-3-nitrobenzoic acid

: 1186609-51-7
3-amino-2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)benzamide

Guidance literature:: Multi-step reaction with 2 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

With tin(II) chloride dihdyrate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.06.097

Reference yield:

: 84832-01-9
methyl 2,6-difluoro-3-nitrobenzoate

: 1186609-51-7
3-amino-2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: hydrogen / palladium 10% on activated carbon / ethanol / Inert atmosphere of nitrogen

2: triethylamine / dichloromethane / 20 °C / Cooling with water bath

3: water; sodium hydroxide / tetrahydrofuran; methanol / 20 °C

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 24 h / 20 °C

5: tin(II) chloride dihdyrate / 2 h / Heating; Reflux

With tin(II) chloride dihdyrate; water; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;