Ethyl 5-phenylthiazole-2-carboxylate → (S)-Methyl 3-methyl-2-(1-oxo-6-(5-(5-phenylthiazole-2-carboxamido)pyridin-2-yl)isoindolin-2-yl)butanoate

HRID 404108Notes

Reaction equation

HRID 404108 reaction equation
[CH3:1][CH:2]([CH3:38])[C@H:3]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][C:12]([C:17]3[CH:22]=[CH:21][C:20]([NH:23][C:24]([C:26]4[S:27][C:28]([C:31]5[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=5)=[CH:29][N:30]=4)=[O:25])=[CH:19]C=3)=[CH:13][CH:14]=2)[C:9]1=[O:37])[C:4]([O:6][CH3:7])=[O:5].[NH2:39]C1C=CC(C2C=C3C(CN([C@@H](C(C)C)C(OC)=O)C3=O)=CC=2)=NC=1.C1(C2SC(C(OCC)=O)=NC=2)C=CC=CC=1>>[CH3:1][CH:2]([CH3:38])[C@H:3]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][C:12]([C:17]3[CH:22]=[CH:21][C:20]([NH:23][C:24]([C:26]4[S:27][C:28]([C:31]5[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=5)=[CH:29][N:30]=4)=[O:25])=[CH:19][N:39]=3)=[CH:13][CH:14]=2)[C:9]1=[O:37])[C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 3

HCID 12830686Ethyl 5-phenylthiazole-2-carboxylateHCID 123332092(S)-Methyl 3-methyl-2-(1-oxo-6-(4-(5-phenylthiazole-2-carboxamido)phenyl)isoindolin-2-yl)butanoateHCID 131731548(S)-Methyl 2-(6-(5-aminopyridin-2-yl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 123672813(S)-Methyl 3-methyl-2-(1-oxo-6-(5-(5-phenylthiazole-2-carboxamido)pyridin-2-yl)isoindolin-2-yl)butanoateYield 39%

Procedure

The compound of example 636 was prepared analogous to the compound of example 611 by reaction of compound of example 392 with ethyl 5-phenylthiazole-2-carboxylate.

Sources & evidence

ORD record
ord-30d9b7bba76746ab86a5d8f021b541d6
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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