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

Base Information

Chemical Name:6-chloro-N-(3-ethoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-2-fluoro-3-(propylsulfonamido)benzamide
CAS No.:1186607-63-5
Molecular Formula:C₁₈H₁₉ClFN₅O₄S
Molecular Weight:455.897
Hs Code.:

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

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

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

There total 7 articles about 6-chloro-N-(3-ethoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-2-fluoro-3-(propylsulfonamido)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: 54.0%

: 1186609-40-4
tert-butyl 5-(6-chloro-2-fluoro-3-(propylsulfonamido)benzamido)-3-ethoxy-1H-pyrazolo[3,4-b]pyridine-1-carboxylate

: 1186607-63-5
6-chloro-N-(3-ethoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-2-fluoro-3-(propylsulfonamido)benzamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield:

: 1186609-73-3
5-nitro-1H-pyrazolo[3,4-b]pyridin-3-ol

: 1186607-63-5
6-chloro-N-(3-ethoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-2-fluoro-3-(propylsulfonamido)benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap / 72 h / 20 °C / Inert atmosphere of nitrogen

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere of N₂

3.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; ethanol / 2 h / 20 °C

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 0.42 h / 20 °C

4.2: 4 h

5.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

With dmap; di-isopropyl azodicarboxylate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane;

Reference yield:

: 1186609-36-8
tert-butyl 3-hydroxy-5-nitro-1H-pyrazolo[3,4-b]pyridine-1-carboxylate

: 1186607-63-5
6-chloro-N-(3-ethoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-2-fluoro-3-(propylsulfonamido)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere of N₂

2.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; ethanol / 2 h / 20 °C

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 0.42 h / 20 °C

3.2: 4 h

4.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

With di-isopropyl azodicarboxylate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane;