Triethylamine → (R)-tert-butyl 1-(4-chloro-5,7-difluoro-3-methylquinolin-2-yl)pyrrolidine-2-carboxylate

Participants

Reaction Conditions

Reaction Steps

The 2,4-dichloro-5,7-difluoro-3-methylquinoline (450 mg, 1.8 mmol), (R)-tert-butyl pyrrolidine-2-carboxylate (780 mg, 4.50 mmol) and triethylamine (0.63 mL, 4.5 mmol) were combined in acetonitrile (11 mL). The mixture was then heated in a microwave reactor at 140° C. for 90 min. The reaction mixture was then cond to dryness and diluted with water (35 mL) and acetic acid (3 mL) to acidify the solution. This mixture was extracted with EtOAc (1×100 mL) and DCM (1×100 mL). The combined organic layers were washed with water (50 mL) and brine (50 mL) and dried over magnesium sulfate. The filtrate was cond to obtain (R)-tert-butyl 1-(4-chloro-5,7-difluoro-3-methylquinolin-2-yl)pyrrolidine-2-carboxylate. Mass Spectrum (ESI) m/e=383.2 (M+1).

Provenance & Evidence