5-Chloromethyl-4-methyl-2-(4-trifluoromethyl-phenyl)-thiazole → HCID 69563485, compound

HRID 2181258Notes

Reaction equation

HRID 2181258 reaction equation
[CH2:1]([O:3][C:4](=[O:19])[CH:5]([O:16][CH2:17][CH3:18])[CH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][CH:11]=[CH:10]2)[CH3:2].Cl[CH2:21][C:22]1[S:26][C:25]([C:27]2[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][CH:28]=2)=[N:24][C:23]=1[CH3:37]>>[CH2:1]([O:3][C:4](=[O:19])[CH:5]([O:16][CH2:17][CH3:18])[CH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH2:21][C:22]1[S:26][C:25]([C:27]3[CH:28]=[CH:29][C:30]([C:33]([F:36])([F:34])[F:35])=[CH:31][CH:32]=3)=[N:24][C:23]=1[CH3:37])[CH:11]=[CH:10]2)[CH3:2]

Participants

3

Reactant 2

HCID 27830065-Chloromethyl-4-methyl-2-(4-trifluoromethyl-phenyl)-thiazoleHCID 69563293Rac-2-ethoxy-3-(1h-indol-5-yl)-propionic acid ethyl ester

Product 1

HCID 69563485HCID 69563485, compound

Procedure

In analogy to the procedures described in examples 36a) and 36b), rac-2-ethoxy-3-(1H-indol-5-yl)-propionic acid ethyl ester [preparation 1] was reacted with 5-chloromethyl-4-methyl-2-(4-trifluoromethyl-phenyl)-thiazole [PCT Int. Appl. (2001), WO 01/00603 A1] to give rac-2-ethoxy-3-{1-[4-methyl-2-(4-trifluoromethyl-phenyl )-thiazol-5-ylmethyl]-1H-indol-5-yl}-propionic acid ethyl ester, which was subsequently saponified to yield the title compound as yellow solid.

Sources & evidence

ORD record
ord-a52986a7c2ed489284e36d43197f5fd2
Source dataset
uspto-grants-2005_05
Patent number
US06890947B2

Reaction notes

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