2,6-Difluorophenyl isocyanate → (S)-Methyl 2-(6-(4-(3-(2,6-difluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

HRID 403706Notes

Reaction equation

HRID 403706 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:32]=[CH:31][CH:30]=[C:29]([F:33])[C:28]=1[N:34]=[C:35]=[O:36]>>[F:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[C:28]=1[NH:34][C:35](=[O:36])[NH:1][C:2]1[CH:3]=[CH:4][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:6][CH:7]=1

Participants

3

Reactant 2

HCID 5221622,6-Difluorophenyl isocyanateHCID 131731441(S)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 131731443(S)-Methyl 2-(6-(4-(3-(2,6-difluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Procedure

The compound of example 19 was prepared analogous to compound of example 7 by reaction of compound of example 6 with 2,6-difluorophenyl isocyanate. The compound of example 19 was used directly without isolation for the preparation of compound of example 20.

Sources & evidence

ORD record
ord-9f982338929d4bfa8babf6187054bc81
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

Loading…