Dimethylformamide → HCID 57446220, compound

Participants

Reaction Conditions

Reaction Steps

Thionyl chloride (17 mL) and DMF (17 mL) were combined and added dropwise to a mixture of 1-methyl-2-phenyl-2,5-dihydro-4H-pyrazolo[3,4-c]quinolin-4-one (9.78 g, 35.5 mmol) and dichloromethane (500 mL) at 0° C. The resulting suspension was stirred 5 minutes at 0° C. before warming to ambient temperature and stirring 2 hours. The suspension was concentrated under reduced pressure to afford a tan solid that was stirred in acetonitrile and filtered to obtain 8.8 g of 4-chloro-1-methyl-2-phenyl-2H-pyrazolo[3,4-c]quinoline as a tan solid, mp 208-209° C. MS (APCI) m/z 294 (M+H)+; Anal. calcd for C17H12ClN3.0.05 CH2Cl2: C, 68.72; H, 4.09; N, 14.10. Found: C, 68.85; H, 3.95; N, 14.09.

Provenance & Evidence