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

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Chemical Name:N-(azetidin-3-yl)-3-[(4-fluoro-3-methylphenyl)amino]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide
CAS No.:816464-59-2
Molecular Formula:C₂₄H₂₁FN₄O₂S
Molecular Weight:448.521
Hs Code.:

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

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

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

There total 10 articles about N-(azetidin-3-yl)-3-[(4-fluoro-3-methylphenyl)amino]-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: 27.0%

: C₂₉H₂₉FN₄O₄S

: 816464-59-2
N-(azetidin-3-yl)-3-[(4-fluoro-3-methylphenyl)amino]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 24h;

Reference yield:

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

: 816464-59-2
N-(azetidin-3-yl)-3-[(4-fluoro-3-methylphenyl)amino]-6-oxo-7-phenyl-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: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 0.08 h

6.2: 24 h / Heating / reflux

7.1: lithium hydroxide; water / tetrahydrofuran; ethanol; water / 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 / 120 h / 20 °C

10.1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C

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

: 816464-59-2
N-(azetidin-3-yl)-3-[(4-fluoro-3-methylphenyl)amino]-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 0.08 h

1.2: 24 h / Heating / reflux

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

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / DMF (N,N-dimethyl-formamide) / 0.5 h / 20 °C

3.2: 24 h / 20 °C

4.1: dichloromethane / 120 h / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C

With lithium hydroxide; water; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); ethanol; dichloromethane; water; toluene;