Formaldehyde → HCID 19423570, compound

Participants

Reaction Steps

To a solution of 200 mg (0.48 mmol) of 3-[1-(3-aminobenzyl)piperidin-4-yl]-4-phenyl-3,4-dihydro-2(1H)quinazolinone in 20 mL of methanol were added 415 mg (4.85 mmol) of formaldehyde and 243 mg (3.88 mmol) of sodium cyanoborohydride and the mixture was stirred for 12 hours at ambient temperature. Then, the reaction mixture was concentrated in vacuo. The residue was diluted with water, and the mixture was adjusted to pH 10 with aqueous ammonia and extracted with chloroform. The organic layer separated was dried on potassium carbonate, and then concentrated in vacuo. The residue was purified by means of column chromatography (silica gel, 1:9:90 aqueous ammonia:methanol:chloroform) to give 210 mg (0.47 mmol) of the title compound.

Provenance & Evidence