3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-N-pyrrolidin-3-yl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

Base Information

Chemical Name:3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-N-pyrrolidin-3-yl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide
CAS No.:639481-27-9
Molecular Formula:C₂₄H₂₀F₂N₄O₂S
Molecular Weight:466.511
Hs Code.:

Synonyms:3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-N-pyrrolidin-3-yl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

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Chemical Property of 3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-N-pyrrolidin-3-yl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

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Technology Process of 3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-N-pyrrolidin-3-yl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

There total 10 articles about 3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-N-pyrrolidin-3-yl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide 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:

: benzyl 3-[({3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridin-2-yl}carbonyl)amino]pyrrolidine-1-carboxylate

: 639481-27-9
3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-N-pyrrolidin-3-yl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

Guidance literature:: With hydrogen; 20% palladium hydroxide on carbon; In methanol; at 20 ℃; for 4h;

Reference yield:

: ethyl 3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxylate

: 639481-27-9
3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-N-pyrrolidin-3-yl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hydroxide; water / tetrahydrofuran; ethanol / 4 h / 85 °C

2.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / DMF (N,N-dimethyl-formamide) / 0.5 h / 20 °C

2.2: 16 h / 20 °C

3.1: dichloromethane / 36 h / 20 °C

4.1: hydrogen / 20% Pd(OH)2 on carbon / methanol / 4 h / 20 °C

With lithium hydroxide; water; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 20% Pd(OH)2 on carbon; In tetrahydrofuran; methanol; DMF (N,N-dimethyl-formamide); ethanol; dichloromethane;

Reference yield:

: 6602-54-6
2-chloro-3-pyridinecarbonitrile

: 639481-27-9
3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-N-pyrrolidin-3-yl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium carbonate / ethanol / 4.5 h / Heating / reflux

2.1: t-butylnitrite; copper(ll) bromide / acetonitrile / 4 h / 20 - 25 °C

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 18.5 h / 20 °C

4.1: trifluoroacetic anhydride / DMF (N,N-dimethyl-formamide) / 1.25 h / 20 °C

5.1: pyridine; copper diacetate / dichloromethane / 18 h / 20 °C

6.1: caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 96 h / Heating / reflux

7.1: lithium hydroxide; water / tetrahydrofuran; ethanol / 4 h / 85 °C

8.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / DMF (N,N-dimethyl-formamide) / 0.5 h / 20 °C

8.2: 16 h / 20 °C

9.1: dichloromethane / 36 h / 20 °C

10.1: hydrogen / 20% Pd(OH)2 on carbon / methanol / 4 h / 20 °C

With pyridine; lithium hydroxide; t-butylnitrite; water; hydrogen; copper diacetate; sodium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; copper(ll) bromide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 20% Pd(OH)2 on carbon; In tetrahydrofuran; methanol; DMF (N,N-dimethyl-formamide); ethanol; dichloromethane; toluene; acetonitrile;