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

Base Information

Chemical Name:6-chloro-2-fluoro-3-(3-hydroxypropylsulfonamido)-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)benzamide
CAS No.:1186607-74-8
Molecular Formula:C₁₇H₁₇ClFN₅O₅S
Molecular Weight:457.87
Hs Code.:

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

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

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

There total 9 articles about 6-chloro-2-fluoro-3-(3-hydroxypropylsulfonamido)-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: 8.6%

: 1186609-61-9
6-chloro-2-fluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(3-(4-methoxyphenoxy)propylsulfonamido)benzamide

: 1186607-74-8
6-chloro-2-fluoro-3-(3-hydroxypropylsulfonamido)-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)benzamide

Guidance literature:: With ammonium cerium(IV) nitrate; In acetonitrile; at 20 ℃;

Reference yield:

: 1086064-44-9
5-bromo-1H-pyrazolo[3,4-b]pyridin-3-ol

: 1186607-74-8
6-chloro-2-fluoro-3-(3-hydroxypropylsulfonamido)-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)benzamide

Guidance literature:: Multi-step reaction with 7 steps

1: sodium hydroxide / dimethyl sulfoxide / 1 h / 20 °C

2: sodium hydride / N,N-dimethyl-formamide / 0.17 h

3: caesium carbonate / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / tetrahydrofuran / Heating; Reflux

4: trifluoroacetic acid / 1 h / 20 °C

5: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C

6: trifluoroacetic acid / 80 °C

7: ammonium cerium(IV) nitrate / acetonitrile / 20 °C

With ammonium cerium(IV) nitrate; sodium hydride; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 1186608-87-6
5-bromo-1-[(4-methoxyphenyl)methyl]pyrazolo[3,4-b]pyridin-3-ol

: 1186607-74-8
6-chloro-2-fluoro-3-(3-hydroxypropylsulfonamido)-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: sodium hydride / N,N-dimethyl-formamide / 0.17 h

2: caesium carbonate / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / tetrahydrofuran / Heating; Reflux

3: trifluoroacetic acid / 1 h / 20 °C

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C

5: trifluoroacetic acid / 80 °C

6: ammonium cerium(IV) nitrate / acetonitrile / 20 °C

With ammonium cerium(IV) nitrate; sodium hydride; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;