2-{[(3S)-3-aminopyrrolidin-1-yl]carbonyl}-3-[(4-fluoro-3-methylphenyl)amino]-7-phenylthieno[2,3-b]pyridin-6(7H)-one

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Chemical Name:2-{[(3S)-3-aminopyrrolidin-1-yl]carbonyl}-3-[(4-fluoro-3-methylphenyl)amino]-7-phenylthieno[2,3-b]pyridin-6(7H)-one
CAS No.:816424-46-1
Molecular Formula:C₂₅H₂₃FN₄O₂S
Molecular Weight:462.548
Hs Code.:

Synonyms:2-{[(3S)-3-aminopyrrolidin-1-yl]carbonyl}-3-[(4-fluoro-3-methylphenyl)amino]-7-phenylthieno[2,3-b]pyridin-6(7H)-one

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Chemical Property of 2-{[(3S)-3-aminopyrrolidin-1-yl]carbonyl}-3-[(4-fluoro-3-methylphenyl)amino]-7-phenylthieno[2,3-b]pyridin-6(7H)-one

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Technology Process of 2-{[(3S)-3-aminopyrrolidin-1-yl]carbonyl}-3-[(4-fluoro-3-methylphenyl)amino]-7-phenylthieno[2,3-b]pyridin-6(7H)-one

There total 10 articles about 2-{[(3S)-3-aminopyrrolidin-1-yl]carbonyl}-3-[(4-fluoro-3-methylphenyl)amino]-7-phenylthieno[2,3-b]pyridin-6(7H)-one 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:

: 816424-96-1
tert-butyl [(3S)-1-({3-[(4-fluoro-3-methylphenyl)amino]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridin-2-yl}carbonyl)pyrrolidin-3-yl]carbamate

: 816424-46-1
2-{[(3S)-3-aminopyrrolidin-1-yl]carbonyl}-3-[(4-fluoro-3-methylphenyl)amino]-7-phenylthieno[2,3-b]pyridin-6(7H)-one

Guidance literature:: With hydrogenchloride; water; In 1,4-dioxane; at 20 ℃; for 0.333333h;

Reference yield:

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

: 816424-46-1
2-{[(3S)-3-aminopyrrolidin-1-yl]carbonyl}-3-[(4-fluoro-3-methylphenyl)amino]-7-phenylthieno[2,3-b]pyridin-6(7H)-one

Guidance literature:: Multi-step reaction with 10 steps

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

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

2.2: 20 °C

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

3.2: pH 8.5

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: / toluene / 0.08 h

6.2: 24 h / Heating / reflux

7.1: lithium hydroxide; ethanol; water / tetrahydrofuran / 80 °C

8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / DMF (N,N-dimethyl-formamide) / 0.5 h / 20 °C

8.2: 24 h / 20 °C

9.1: dichloromethane / 18 h / 20 °C

10.1: hydrogenchloride; water / 1,4-dioxane / 0.33 h / 20 °C

With pyridine; hydrogenchloride; lithium hydroxide; tert.-butylnitrite; ethanol; water; copper diacetate; sodium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; copper(ll) bromide; In tetrahydrofuran; 1,4-dioxane; DMF (N,N-dimethyl-formamide); ethanol; dichloromethane; toluene; acetonitrile;

Reference yield:

: 72832-23-6
ethyl 3-bromothieno(2,3-b)pyridine-2-carboxylate

: 816424-46-1
2-{[(3S)-3-aminopyrrolidin-1-yl]carbonyl}-3-[(4-fluoro-3-methylphenyl)amino]-7-phenylthieno[2,3-b]pyridin-6(7H)-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 18.5 h / 20 °C

1.2: pH 8.5

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

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

4.1: / toluene / 0.08 h

4.2: 24 h / Heating / reflux

5.1: lithium hydroxide; ethanol; water / tetrahydrofuran / 80 °C

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / DMF (N,N-dimethyl-formamide) / 0.5 h / 20 °C

6.2: 24 h / 20 °C

7.1: dichloromethane / 18 h / 20 °C

8.1: hydrogenchloride; water / 1,4-dioxane / 0.33 h / 20 °C

With pyridine; hydrogenchloride; lithium hydroxide; ethanol; water; copper diacetate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In tetrahydrofuran; 1,4-dioxane; DMF (N,N-dimethyl-formamide); dichloromethane; toluene;