3-bromo-7-phenyl-2-({(2R)-2-[(tetrahydro-2H-pyran-2-yloxy)methyl]pyrrolidin-1-yl}carbonyl)thieno[2,3-b]pyridin-6(7H)-one

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Chemical Name:3-bromo-7-phenyl-2-({(2R)-2-[(tetrahydro-2H-pyran-2-yloxy)methyl]pyrrolidin-1-yl}carbonyl)thieno[2,3-b]pyridin-6(7H)-one
CAS No.:816424-76-7
Molecular Formula:C₂₄H₂₅BrN₂O₄S
Molecular Weight:517.443
Hs Code.:

Synonyms:3-bromo-7-phenyl-2-({(2R)-2-[(tetrahydro-2H-pyran-2-yloxy)methyl]pyrrolidin-1-yl}carbonyl)thieno[2,3-b]pyridin-6(7H)-one

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Chemical Property of 3-bromo-7-phenyl-2-({(2R)-2-[(tetrahydro-2H-pyran-2-yloxy)methyl]pyrrolidin-1-yl}carbonyl)thieno[2,3-b]pyridin-6(7H)-one

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Technology Process of 3-bromo-7-phenyl-2-({(2R)-2-[(tetrahydro-2H-pyran-2-yloxy)methyl]pyrrolidin-1-yl}carbonyl)thieno[2,3-b]pyridin-6(7H)-one

There total 9 articles about 3-bromo-7-phenyl-2-({(2R)-2-[(tetrahydro-2H-pyran-2-yloxy)methyl]pyrrolidin-1-yl}carbonyl)thieno[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:

: 110-87-2
3,4-dihydro-2H-pyran

: 816424-73-4
3-bromo-2-{[(2R)-2-(hydroxymethyl)pyrrolidin-1-yl]carbonyl}-7-phenylthieno[2,3-b]pyridin-6(7H)-one

: 816424-76-7
3-bromo-7-phenyl-2-({(2R)-2-[(tetrahydro-2H-pyran-2-yloxy)methyl]pyrrolidin-1-yl}carbonyl)thieno[2,3-b]pyridin-6(7H)-one

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 5h;

Reference yield:

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

: 816424-76-7
3-bromo-7-phenyl-2-({(2R)-2-[(tetrahydro-2H-pyran-2-yloxy)methyl]pyrrolidin-1-yl}carbonyl)thieno[2,3-b]pyridin-6(7H)-one

Guidance literature:: Multi-step reaction with 9 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: triethylamine / dichloromethane / 1.75 h / 20 °C

9.1: toluene-4-sulfonic acid / dichloromethane / 5 h / 20 °C

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

Reference yield:

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

: 816424-76-7
3-bromo-7-phenyl-2-({(2R)-2-[(tetrahydro-2H-pyran-2-yloxy)methyl]pyrrolidin-1-yl}carbonyl)thieno[2,3-b]pyridin-6(7H)-one

Guidance literature:: Multi-step reaction with 4 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: triethylamine / dichloromethane / 1.75 h / 20 °C

4.1: toluene-4-sulfonic acid / dichloromethane / 5 h / 20 °C

With sodium hydroxide; thionyl chloride; ethanol; water; toluene-4-sulfonic acid; triethylamine; N,N-dimethyl-formamide; In dichloromethane;