1-Isocyanato-4-methoxybenzene → (S)-Methyl-2-(6-(4-(3-(4-methoxyphenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

HRID 403712Notes

Reaction equation

HRID 403712 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:33]=[CH:32][C:31]([N:34]=[C:35]=[O:36])=[CH:30][CH:29]=1>>[CH3:22][O:21][C:19](=[O:20])[C@@H:18]([N:13]1[CH2:12][C:11]2[C:15](=[CH:16][C:8]([C:5]3[CH:4]=[CH:3][C:2]([NH:1][C:35]([NH:34][C:31]4[CH:32]=[CH:33][C:28]([O:27][CH3:26])=[CH:29][CH:30]=4)=[O:36])=[CH:7][CH:6]=3)=[CH:9][CH:10]=2)[C:14]1=[O:17])[CH:23]([CH3:25])[CH3:24]

Participants

3

Reactant 2

HCID 794431-Isocyanato-4-methoxybenzeneHCID 131731441(S)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 67307643(S)-Methyl-2-(6-(4-(3-(4-methoxyphenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Procedure

The compound of example 27 was prepared analogous to compound of example 7 by reaction of compound of example 6 with 4-methoxy phenyl isocyanate. The compound of example 27 was used directly without isolation for the preparation of compound of example 28.

Sources & evidence

ORD record
ord-0f7c5c2f3e9d47e0af4520c706f555f0
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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