5-Methyl-2-phenyl-1,3-oxazole-4-carboxylic acid → (S)-Methyl 3-methyl-2-(6-(5-(5-methyl-2-phenyloxazole-4-carboxamido)pyridin-2-yl)-1-oxoisoindolin-2-yl)butanoate

HRID 404117Notes

Reaction equation

HRID 404117 reaction equation
[NH2:1][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)=[N:6][CH:7]=1.[CH3:26][C:27]1[O:31][C:30]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[N:29][C:28]=1[C:38](O)=[O:39]>>[CH3:24][CH:23]([CH3:25])[C@H:18]([N:13]1[CH2:12][C:11]2[C:15](=[CH:16][C:8]([C:5]3[CH:4]=[CH:3][C:2]([NH:1][C:38]([C:28]4[N:29]=[C:30]([C:32]5[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=5)[O:31][C:27]=4[CH3:26])=[O:39])=[CH:7][N:6]=3)=[CH:9][CH:10]=2)[C:14]1=[O:17])[C:19]([O:21][CH3:22])=[O:20]

Participants

3

Reactant 2

HCID 3185335-Methyl-2-phenyl-1,3-oxazole-4-carboxylic acidHCID 131731548(S)-Methyl 2-(6-(5-aminopyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 123880489(S)-Methyl 3-methyl-2-(6-(5-(5-methyl-2-phenyloxazole-4-carboxamido)pyridin-2-yl)-1-oxoisoindolin-2-yl)butanoateYield 64%

Procedure

The compound of example 654 was prepared analogous to the compound of example 640 by reaction of compound of example 392 with 5-methyl-2-phenyloxazole-4-carboxylic acid.

Sources & evidence

ORD record
ord-2f7fc71249f04b6e98d52c250be25103
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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