1,2-Dichloroethane → 1-[4-(3-Methyl-[1,2,4]oxadiazol-5-yl)-benzoyl]-4-phenyl-piperidine-4-carboxylic acid methyl ester

Participants

Reaction Steps

To a mixture of 4-(3-methyl-1,2,4-oxadiazol-5-yl)benzoic acid (408 mg, 2.0 mmol) (commercially available), EDC (614 mg, 3.2 mmol), HOBT (490 mg, 3.2 mmol) and triethylamine (1031 μL, 7.4 mmol) in DCM (6 ml) at room temperature was added slowly a solution of 4-phenyl-piperidine-4-carboxylic acid methyl ester (439 mg, 2.0 mmol) in DCM (3 mL). The reaction mixture was stirred at room temperature for 12 h. The reaction mixture was subjected to flash chromatography with n-heptane and ethyl acetate over a 70 g silica gel column to give 690 mg 1-[4-(3-methyl-[1,2,4]oxadiazol-5-yl)-benzoyl]-4-phenyl-piperidine-4-carboxylic acid methyl ester. MS ISP (m/e): 406.3 [(M+H)+].

Provenance & Evidence