Formaldehyde → HCID 73214470, compound

Participants

Reaction Steps

In methanol (10 mL) was dissolved 4-((3-chloro-4-methoxybenzyl)amino)-N-(2-(piperazin-1-yl)ethyl)-2-(5-azaspiro[2.4]heptan-5-yl)pyrimidine-5-formamide (250 mg, 0.5 mmol). Formalin (37%, 61 mg, 0.75 mmol) was added. The reaction was conducted at ambient temperature for 1 h. Sodium borohydride (28 mg, 0.75 mmol) was added. The reaction was continued for 8 h, followed by addition of DCM (50 mL). The reaction mixture was washed with water for three times (50 mL at a time). The organic phase was dried and concentrated to give 4-((3-chloro-4-methoxybenzyl)amino)-N-[2-(4-methylpiperazin-1-yl)ethyl]-2-(5-azaspiro[2.4]heptan-5-yl)pyrimidine-5-formamide (168 mg, 65% yield). The product was dissolved in methanol (5 mL). Hydrochloric acid (0.1 mL) was added. The reaction mixture was stirred at ambient temperature for 30 min. The solvent was removed by evaporation to give the hydrochloride salt of the compound as a white solid.

Provenance & Evidence