Dimethylformamide → N-[5-cyano-2-(4-morpholinyl)-1,3-thiazol-4-yl]-N-(1-phenylethyl)acetamide

Participants

Reaction Conditions

Reaction Steps

NaH (43.6 mg, 1.090 mmol) was added to a suspension of N-[5-cyano-2-(4-morpholinyl)-1,3-thiazol-4-yl]acetamide (250 mg, 0.991 mmol) in Tetrahydrofuran (THF) (8 mL) at 0° C. The resulting mixture was stirred at 0° C. for 10 min. (1-Bromoethyl)benzene (183 mg, 0.991 mmol) was added dropwise. N,N-Dimethylformamide (DMF) (2 mL) was added. The reaction mixture was heated at 50° C. overnight. LCMS showed the reaction was almost completed. EtOAc was added and washed with H2O, brine and dried (Na2SO4). Removal of the solvent followed by flash column chromatography on a 25 g silica column, which was eluted with 50% EtOAc/hexane to give 300 mg of light yellow sticky/foamy solid as the product.

Provenance & Evidence