1-Isocyanato-4-methoxybenzene → (S)-Methyl 2-(5-(4-(3-(4-methoxyphenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

HRID 403874Notes

Reaction equation

HRID 403874 reaction equation
F[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:48](=[O:52])N([C@@H](C(C)C)C(OC)=O)C3)=CC=1.COC1C=CC(N=C=O)=CC=1>>[CH3:48][O:52][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

Participants

4

Reactant 3

HCID 794431-Isocyanato-4-methoxybenzeneHCID 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 131731505(S)-Methyl 2-(5-(4-(3-(4-methoxyphenyl)ureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Procedure

The compound of example 248 was prepared analogous to compound of example 224 by reaction of compound of example 223 with 4-methoxy phenyl isocyanate. The compound of example 248 was used directly without isolation for the preparation of compound of example 249.

Sources & evidence

ORD record
ord-0501e8b100814d4ca86d3e98f777c5f7
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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