Triethylamine → HCID 57954393, compound

Participants

Reaction Steps

To a stirred solution of 4-[3-(piperidin-4-yloxymethyl)[1,2,4]oxadiazol-5-yl]pyridine-2-carbonitrile (Preparation 25, 700 mg, 2.5 mmol) in DCM (30 ml) was added triethylamine (0.7 ml, 4.9 mmol). The resulting solution was transferred to a stirred solution of phenylchloroformate (0.62 ml, 4.9 mmol) in DCM (30 ml) and stirring was continued for 30 min at rt. The reaction mixture was diluted with EtOAc (250 ml) then washed successively with water (100 mL), saturated aqueous sodium carbonate (100 ml) and brine (100 ml). The organics were dried (MgSO4) then adsorbed onto silica gel. Purification via chromatography (EtOAc-IH, 1:1 to 3:2) afforded the title compound: RT=3.63 nm in; m/z (ES+)=406.01 [M+H]+.

Provenance & Evidence