Phenyl isocyanate → (S)-Methyl 3-methyl-2-(1-oxo-6-(4-(3-phenylureido)phenyl)isoindolin-2-yl)butanoate

HRID 403704Notes

Reaction equation

HRID 403704 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.[C:26]1([N:32]=[C:33]=[O:34])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[CH3:24][CH:23]([CH3:25])[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:33]([NH:32][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[O:34])=[CH:7][CH:6]=3)=[CH:9][CH:10]=2)[C:14]1=[O:17])[C:19]([O:21][CH3:22])=[O:20]

Participants

3

Reactant 2

HCID 7672Phenyl isocyanateHCID 131731441(S)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 53303252(S)-Methyl 3-methyl-2-(1-oxo-6-(4-(3-phenylureido)phenyl)isoindolin-2-yl)butanoate

Procedure

The compound of example 15 was prepared analogous to compound of example 7 by reaction of compound of example 6 with phenyl isocyanate. The compound of example 15 was used directly without isolation for the preparation of compound of example 16.

Sources & evidence

ORD record
ord-cad1e2c1cf874321aea3589bd99b03b0
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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