3,4-Dimethoxybenzenesulfonyl chloride → (S)-Methyl 2-(6-(4-(3,4-dimethoxyphenylsulfonamido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

HRID 403760Notes

Reaction equation

HRID 403760 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:16]=[C:15]3[C:11]([CH2:12][N:13]([C@@H:18]([CH:23]([CH3:25])[CH3:24])[C:19]([O:21][CH3:22])=[O:20])[C:14]3=[O:17])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH3:26][O:27][C:28]1[CH:29]=[C:30]([S:36](Cl)(=[O:38])=[O:37])[CH:31]=[CH:32][C:33]=1[O:34][CH3:35]>>[CH3:26][O:27][C:28]1[CH:29]=[C:30]([S:36]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([C:8]3[CH:16]=[C:15]4[C:11]([CH2:12][N:13]([C@@H:18]([CH:23]([CH3:25])[CH3:24])[C:19]([O:21][CH3:22])=[O:20])[C:14]4=[O:17])=[CH:10][CH:9]=3)=[CH:6][CH:7]=2)(=[O:37])=[O:38])[CH:31]=[CH:32][C:33]=1[O:34][CH3:35]

Participants

3

Reactant 2

HCID 27341833,4-Dimethoxybenzenesulfonyl chlorideHCID 131731441(S)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 131731461(S)-Methyl 2-(6-(4-(3,4-dimethoxyphenylsulfonamido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Procedure

The compound of example 85 was prepared analogous to compound of example 77 by reaction of compound of example 6 with 3,4-dimethoxybenzene sulfonyl chloride. The compound of example 85 was used directly without isolation for the preparation of compound of example 86.

Sources & evidence

ORD record
ord-7c274c89bf344cf6b6f0ef9ee1e94b56
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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