Ammonia → HCID 11952514, compound

Participants

Reaction Steps

tert-Butyl 4-chloro-2-propyl-2H-pyrazolo[3,4-c]quinolin-1-yl(ethyl)carbamate (718 mg, 1.85 mmol) and methanolic ammonia (25 mL of a 7 M solution) were heated in a steel Parr vessel in a 150° C. oven for 17 h. The reaction mixture was concentrated, treated with 2 M sodium carbonate and extracted with chloroform. The combined organic layers were dried (magnesium sulfate), filtered, concentrated, and purified by prep HPLC (silica cartridge, eluting with CMA in chloroform). The product was recrystallized from acetonitrile to afford 272 mg of N1-ethyl-2-propyl-2H-pyrazolo[3,4-c]quinoline-1,4-diamine as white crystals, mp 193-194° C. MS (APCI) m/z 270 (M+1)+; Anal. Calcd for C15H19N5: C, 66.89; H, 7.11; N, 26.00. Found: C, 66.65; H, 7.20; N, 26.19.

Provenance & Evidence