3-Fluorophenyl isocyanate → (S)-Methyl 2-(6-(4-(3-(3-fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

HRID 403702Notes

Reaction equation

HRID 403702 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.[F:26][C:27]1[CH:28]=[C:29]([N:33]=[C:34]=[O:35])[CH:30]=[CH:31][CH:32]=1>>[F:26][C:27]1[CH:28]=[C:29]([NH:33][C:34](=[O:35])[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)[CH:30]=[CH:31][CH:32]=1

Participants

3

Reactant 2

HCID 1230643-Fluorophenyl isocyanateHCID 131731441(S)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 131731442(S)-Methyl 2-(6-(4-(3-(3-fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Procedure

The compound of example 13 was prepared analogous to compound of example 7 by reaction of compound of example 6 with 3-fluorophenyl isocyanate. The compound of example 13 was used directly without isolation for the preparation of compound of example 14.

Sources & evidence

ORD record
ord-02dae67ab0964510adac74c5de9f1583
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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