Perchloric Acid → HCID 178507947, compound

Participants

Reaction Steps

Perchloric acid (0.1 mL) was slowly added at RT to a solution of 5-[bis-(4-methoxy-benzyl)-amino]-8-cyclopentyl-2-(4-hydroxy-cyclohexylamino)-8H-pyrido[2,3-d]pyrimidin-7-one (51 mg, 0.087 mmol) in DCM (0.9 mL) and the resulting mixture was stirred at RT for 20 min. The reaction mixture was then diluted with DCM and NaHCO3 (sat'd aq) was slowly added. The organic layer was washed 4 times with NaHCO3 (sat'd aq). The combined aqueous layers were extracted 3 times with DCM and once with a mixture of chloroform and isopropanol. The combined organic extracts were dried over Na2SO4, filtered and evaporated under reduced pressure. The crude residue was purified by preparative TLC (DCM/MeOH 90/10) to afford 31.9 mg of trans-5-amino-8-cyclopentyl-2-(4-hydroxy-cyclohexylamino)-8H-pyrido[2,3-d]pyrimidin-7-one as a yellow solid. MS=344 [M+H]+; MP=246.5-248.0° C.

Provenance & Evidence