Ethyl 2-morpholin-4-yl-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate synthesis

Yield:338392-97-5 96%

Reaction Conditions:

in dimethyl sulfoxide at 20;

Steps:

11

Preparation 11Ethyl 2-morpholino-4-(trifluoromethyl)thiazole-5-carboxylate; Add ethyl 2-chloro-4-(trifluoromethyl)thiazole-5-carboxylate (4.00 g, 15.4 mmol) to a solution of morpholine (4.03 g, 46.2 mmol) in DMSO (10 mL). Stir the reaction at ambient temperature overnight. Add CH₂Cl₂, and wash the mixture with H₂O. Dry the organic phase over Na₂SO₄, filter, and concentrate under reduced pressure. Purify the resulting residue by flash silica gel chromatography (20:5: 1 hexanes: EtOAc: 2 M NH₃/MeOH) to yield the title compound (4.58 g, 96%). ES/MS m/z 311.0 (M+l).

References:

WO2010/56588,2010,A1 Location in patent:Page/Page column 13