2-Methoxyphenyl Isothiocyanate → (S)-Methyl 2-(6-(4-(3-(2-methoxyphenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

HRID 403752

Reaction equation

HRID 403752 reaction equation
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[S:35])[NH:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:25]=[C:24]3[C:20]([CH2:21][N:22]([C@@H:27]([CH:32]([CH3:34])[CH3:33])[C:28]([O:30][CH3:31])=[O:29])[C:23]3=[O:26])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1.NC1C=CC(C2C=C3C(CN([C@@H](C(C)C)C(OC)=O)[C:49]3=[O:52])=CC=2)=CC=1.COC1C=CC=CC=1N=C=S>>[CH3:49][O:52][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[S:35])[NH:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:25]=[C:24]3[C:20]([CH2:21][N:22]([C@@H:27]([CH:32]([CH3:34])[CH3:33])[C:28]([O:30][CH3:31])=[O:29])[C:23]3=[O:26])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1

Participants

4

Reactant 3

HCID 5205992-Methoxyphenyl IsothiocyanateHCID 53303391(S)-Methyl 2-(6-(4-(3-(2-fluorophenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoateHCID 131731441(S)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 131731458(S)-Methyl 2-(6-(4-(3-(2-methoxyphenyl)thioureido)phenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Procedure

The compound of example 73 was prepared analogous to compound of example 51 by reaction of compound of example 6 with 2-methoxyphenyl isothiocyanate. The compound of example 73 was used directly without isolation for the preparation of compound of example 74.

Sources & evidence

ORD record
ord-58f9c67de593426cbe93335a3fd1ab53
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Linked notes

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