3-(4-fluoro-3-methylphenylamino)-7-phenyl-2-[3-(tetrahydropyran-2-yloxy)azetidine-1-carbonyl]-7H-thieno[2,3-b]pyridin-6-one

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Chemical Name:3-(4-fluoro-3-methylphenylamino)-7-phenyl-2-[3-(tetrahydropyran-2-yloxy)azetidine-1-carbonyl]-7H-thieno[2,3-b]pyridin-6-one
CAS No.:816425-15-7
Molecular Formula:C₂₉H₂₈FN₃O₄S
Molecular Weight:533.623
Hs Code.:

Synonyms:3-(4-fluoro-3-methylphenylamino)-7-phenyl-2-[3-(tetrahydropyran-2-yloxy)azetidine-1-carbonyl]-7H-thieno[2,3-b]pyridin-6-one

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Chemical Property of 3-(4-fluoro-3-methylphenylamino)-7-phenyl-2-[3-(tetrahydropyran-2-yloxy)azetidine-1-carbonyl]-7H-thieno[2,3-b]pyridin-6-one

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Technology Process of 3-(4-fluoro-3-methylphenylamino)-7-phenyl-2-[3-(tetrahydropyran-2-yloxy)azetidine-1-carbonyl]-7H-thieno[2,3-b]pyridin-6-one

There total 10 articles about 3-(4-fluoro-3-methylphenylamino)-7-phenyl-2-[3-(tetrahydropyran-2-yloxy)azetidine-1-carbonyl]-7H-thieno[2,3-b]pyridin-6-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: 84.0%

: 816425-14-6
3-bromo-7-phenyl-2-[3-(tetrahydropyran-2-yloxy)azetidin-1-carbonyl]-7H-thieno[2,3-b]pyridin-6-one

: 452-69-7
3-methyl-4-fluoroaniline

: 816425-15-7
3-(4-fluoro-3-methylphenylamino)-7-phenyl-2-[3-(tetrahydropyran-2-yloxy)azetidine-1-carbonyl]-7H-thieno[2,3-b]pyridin-6-one

Guidance literature:: With caesium carbonate; In toluene; for 2h; Heating / reflux;

Reference yield:

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

: 816425-15-7
3-(4-fluoro-3-methylphenylamino)-7-phenyl-2-[3-(tetrahydropyran-2-yloxy)azetidine-1-carbonyl]-7H-thieno[2,3-b]pyridin-6-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: sodium hydroxide; ethanol; water / 20 °C / Heating / reflux

6.2: 0.17 h / 70 °C

7.1: thionyl chloride / N,N-dimethyl-formamide / dichloromethane / 1 h / Heating / reflux

8.1: N-ethyl-N,N-diisopropylamine / DMF (N,N-dimethyl-formamide); dichloromethane / 1 h / 20 - 25 °C

8.2: 2 h / 0 - 5 °C

9.1: toluene-4-sulfonic acid / dichloromethane; water / 20 - 25 °C

10.1: caesium carbonate / / toluene / 2 h / Heating / reflux

With pyridine; sodium hydroxide; thionyl chloride; tert.-butylnitrite; ethanol; water; copper diacetate; sodium carbonate; caesium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; copper(ll) bromide; N,N-dimethyl-formamide; In 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

: 816425-15-7
3-(4-fluoro-3-methylphenylamino)-7-phenyl-2-[3-(tetrahydropyran-2-yloxy)azetidine-1-carbonyl]-7H-thieno[2,3-b]pyridin-6-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide; ethanol; water / 20 °C / Heating / reflux

1.2: 0.17 h / 70 °C

2.1: thionyl chloride / N,N-dimethyl-formamide / dichloromethane / 1 h / Heating / reflux

3.1: N-ethyl-N,N-diisopropylamine / DMF (N,N-dimethyl-formamide); dichloromethane / 1 h / 20 - 25 °C

3.2: 2 h / 0 - 5 °C

4.1: toluene-4-sulfonic acid / dichloromethane; water / 20 - 25 °C

5.1: caesium carbonate / / toluene / 2 h / Heating / reflux

With sodium hydroxide; thionyl chloride; ethanol; water; caesium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In DMF (N,N-dimethyl-formamide); dichloromethane; water; toluene;