5-chloro-3-hydroxy-3-(2-methoxy-5-methylphenyl)-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one → 5-chloro-3-hydroxy-3-(2-methoxy-5-methylphenyl)-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one

HRID 1662702Notes

Reaction equation

HRID 1662702 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:10]([OH:20])([C:11]3[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][C:12]=3[O:18][CH3:19])[C:9](=[O:21])[NH:8][C:5]2=[N:6][CH:7]=1.[CH3:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([S:30](Cl)(=[O:32])=[O:31])=[C:26]([O:34][C:35]([F:38])([F:37])[F:36])[CH:25]=1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:10]([OH:20])([C:11]3[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][C:12]=3[O:18][CH3:19])[C:9](=[O:21])[N:8]([S:30]([C:27]3[CH:28]=[CH:29][C:24]([O:23][CH3:22])=[CH:25][C:26]=3[O:34][C:35]([F:36])([F:37])[F:38])(=[O:32])=[O:31])[C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 674301815-chloro-3-hydroxy-3-(2-methoxy-5-methylphenyl)-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-oneHCID 866256844-Methoxy-2-(trifluoromethoxy)benzene sulfonyl chloride

Product 1

HCID 674294995-chloro-3-hydroxy-3-(2-methoxy-5-methylphenyl)-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-oneYield 26.1%

Procedure

With 1.18 g of the compound obtained in Step 118-5 and 1.24 g of 4-methoxy-2-(trifluoromethoxy)benzene sulfonyl chloride as starting materials, 565 mg of the title compound (brown gummy substance) was obtained by a similar method to Example 2.

Sources & evidence

ORD record
ord-adec6658ed6e4cfc91e96b4b22b89139
Source dataset
uspto-grants-2011_10
Patent number
US08030499B2

Reaction notes

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