3-[(2,4-difluorophenyl)amino]-N-[(1S,2S)-2-hydroxycyclopentyl]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

Base Information

Chemical Name:3-[(2,4-difluorophenyl)amino]-N-[(1S,2S)-2-hydroxycyclopentyl]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide
CAS No.:816464-54-7
Molecular Formula:C₂₅H₂₁F₂N₃O₃S
Molecular Weight:481.523
Hs Code.:

Synonyms:3-[(2,4-difluorophenyl)amino]-N-[(1S,2S)-2-hydroxycyclopentyl]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

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Chemical Property of 3-[(2,4-difluorophenyl)amino]-N-[(1S,2S)-2-hydroxycyclopentyl]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

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Technology Process of 3-[(2,4-difluorophenyl)amino]-N-[(1S,2S)-2-hydroxycyclopentyl]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

There total 9 articles about 3-[(2,4-difluorophenyl)amino]-N-[(1S,2S)-2-hydroxycyclopentyl]-6-oxo-7-phenyl-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:

: 639482-02-3
pentafluorophenyl 3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxylate

: 930-45-0,33092-86-3,33092-90-9,57070-95-8,59260-76-3,68327-03-7,89381-13-5,135969-63-0
(1S,2S)-2-aminocyclopentanol

: 816464-54-7
3-[(2,4-difluorophenyl)amino]-N-[(1S,2S)-2-hydroxycyclopentyl]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1h; Microwave heating;

Reference yield:

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

: 816464-54-7
3-[(2,4-difluorophenyl)amino]-N-[(1S,2S)-2-hydroxycyclopentyl]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 9 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: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / Microwave heating

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

Reference yield:

: 514182-57-1
3-bromo-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxylic acid ethyl ester

: 816464-54-7
3-[(2,4-difluorophenyl)amino]-N-[(1S,2S)-2-hydroxycyclopentyl]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

3.2: 16 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / Microwave heating

With lithium hydroxide; water; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); ethanol; dichloromethane; toluene;