3-Amino-5-chloro-1,3-dihydro-3-(2-methoxyphenyl)indol-2-one → 3-amino-5-chloro-3-(2-methoxyphenyl)-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-1,3-dihydro-2H-indol-2-one

HRID 1662645Notes

Reaction equation

HRID 1662645 reaction equation
[NH2:1][C:2]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[O:19][CH3:20])[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([Cl:11])[CH:9]=2)[NH:4][C:3]1=[O:12].[CH3:21][O:22][C:23]1[CH:28]=[CH:27][C:26]([S:29](Cl)(=[O:31])=[O:30])=[C:25]([O:33][C:34]([F:37])([F:36])[F:35])[CH:24]=1>>[NH2:1][C:2]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[O:19][CH3:20])[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([Cl:11])[CH:9]=2)[N:4]([S:29]([C:26]2[CH:27]=[CH:28][C:23]([O:22][CH3:21])=[CH:24][C:25]=2[O:33][C:34]([F:35])([F:36])[F:37])(=[O:31])=[O:30])[C:3]1=[O:12]

Participants

3

Reactant 2

HCID 219254143-Amino-5-chloro-1,3-dihydro-3-(2-methoxyphenyl)indol-2-oneHCID 866256844-Methoxy-2-(trifluoromethoxy)benzene sulfonyl chloride

Product 1

HCID 674302633-amino-5-chloro-3-(2-methoxyphenyl)-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-1,3-dihydro-2H-indol-2-one

Procedure

With 5.54 g of 3-amino-5-chloro-3-(2-methoxyphenyl)-1,3-dihydro-2H-indol-2-one 5.00 g, 4-methoxy-2-(trifluoromethoxy)benzene sulfonyl chloride, which is the compound described in Preparation 1.18A of the brochure Publication No. WO03/008407, as starting materials, 4.99 g of the title compound (light yellow solid) was obtained by a similar method to Example 2.

Sources & evidence

ORD record
ord-f6d601070eb840348d58f6c8b723ba4f
Source dataset
uspto-grants-2011_10
Patent number
US08030499B2

Reaction notes

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