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

Base Information

Chemical Name:tert-butyl (3R)-3-[({3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridin-2-yl}carbonyl)amino]pyrrolidine-1-carboxylate
CAS No.:816464-41-2
Molecular Formula:C₂₉H₂₈F₂N₄O₄S
Molecular Weight:566.629
Hs Code.:

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

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Chemical Property of tert-butyl (3R)-3-[({3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridin-2-yl}carbonyl)amino]pyrrolidine-1-carboxylate

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Technology Process of tert-butyl (3R)-3-[({3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridin-2-yl}carbonyl)amino]pyrrolidine-1-carboxylate

There total 9 articles about tert-butyl (3R)-3-[({3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridin-2-yl}carbonyl)amino]pyrrolidine-1-carboxylate 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

: 147081-49-0
(R)-3-aminopyrrolidine-1-carboxylic acid tert-butyl ester

: 816464-41-2
tert-butyl (3R)-3-[({3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridin-2-yl}carbonyl)amino]pyrrolidine-1-carboxylate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

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

: 816464-41-2
tert-butyl (3R)-3-[({3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridin-2-yl}carbonyl)amino]pyrrolidine-1-carboxylate

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: triethylamine / dichloromethane / 18 h / 20 °C

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; triethylamine; 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

: 816464-41-2
tert-butyl (3R)-3-[({3-[(2,4-difluorophenyl)amino]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridin-2-yl}carbonyl)amino]pyrrolidine-1-carboxylate

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: triethylamine / dichloromethane / 18 h / 20 °C

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