Acetic Acid → HCID 69050401, compound

Participants

Reaction Steps

To a stirred solution of 4-(3-oxo-propyl)-6-(3-trifluoromethylphenyl)-pyrimidine-2-carbonitrile (50 mg) in methanol (1 mL) was added glycine methyl amide hydrochloride (41 mg) and acetic acid (12 μL). The mixture was stirred for 5 minutes then sodium triacetoxy borohydride (42 mg) was added and stirring was continued at room temperature overnight. Methanol was removed in vacuo and the resulting residue dissolved in DCM (20 mL) and washed with saturated sodium bicarbonate and water (1:1, 2×20 mL). The organic layer was separated, dried over sodium sulphate and evaporated to yield crude product as an oil. Purification by preparative-HPLC afforded the TFA salt of 4-[3-(methylcarbamoylmethyl-amino)-propyl]-6-(3-trifluoromethylphenyl)-pyrimidine-2-carbonitrile as a white solid (13 mg).

Provenance & Evidence