Hydrochloric Acid → HCID 70160939, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 140 mg of (Z)-(1-{[4,4-difluoro-1-(4-methyl-2-phenylthiazole-5-carbonyl)-2,3,4,5-tetrahydro-1H-1-benzoazepin-5-ylidene]acetyl}-4-piperidyl)-N-methoxy-N-methylcarboxamide in 10 ml of tetrahydrofuran was added 280 μl of a solution of 1.05N methyl lithium in diethyl ether at −30° C. This was stirred at −30° C. for three hours together while adding 200 μl of the above-mentioned methyl lithium solution thereto every 40 minutes. To the reaction solution was added 1N hydrochloric acid, followed by extracting with ethyl acetate. The organic layer was washed with a saturated aqueous solution of NaCl and dried over anhydrous magnesium sulfate, followed by evaporating the solvent therefrom. The residue was purified by silica gel column chromatography (eluting with chloroform) to give 20 mg of (Z)-4,4-difluoro-5-[2-(4-acetylpiperidino)-2-oxoethylidene]-1-(4-methyl-2-phenylthiazole-5-carbonyl)-2,3,4,5-tetrahydro-1H-1-benzoazepine as a yellow amorphous solid.

Provenance & Evidence