2,4-Difluorophenyl isocyanate → (S)-Methyl 2-(5-(4-(3-(2,4-difluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

HRID 403868Notes

Reaction equation

HRID 403868 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:35])[NH:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:18]=[C:19]4[C:23](=[CH:24][CH:25]=3)[C:22](=[O:26])[N:21]([C@@H:27]([CH:32]([CH3:34])[CH3:33])[C:28]([O:30][CH3:31])=[O:29])[CH2:20]4)=[CH:13][CH:12]=2)=[CH:4][CH:3]=1.NC1C=CC(C2C=C3C(=CC=2)C(=O)N([C@@H](C(C)C)C(OC)=O)C3)=CC=1.[F:61]C1C=C(F)C=CC=1N=C=O>>[F:61][C:6]1[CH:7]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=1[NH:8][C:9](=[O:35])[NH:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:18]=[C:19]3[C:23](=[CH:24][CH:25]=2)[C:22](=[O:26])[N:21]([C@@H:27]([CH:32]([CH3:33])[CH3:34])[C:28]([O:30][CH3:31])=[O:29])[CH2:20]3)=[CH:13][CH:12]=1

Participants

4

Reactant 3

HCID 5932582,4-Difluorophenyl isocyanateHCID 123620640(S)-Methyl 2-(5-(4-(3-(4-fluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoateHCID 131731499(S)-Methyl 2-(5-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 131731503(S)-Methyl 2-(5-(4-(3-(2,4-difluorophenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Procedure

The compound of example 236 was prepared analogous to compound of example 224 by reaction of compound of example 223 with 2,4-difluorophenyl isocyanate. The compound of example 236 was used directly without isolation for the preparation of compound of example 237.

Sources & evidence

ORD record
ord-d9d3e7bca2f6455d8380d2f8bae73ef5
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

Loading…