2,2-Dimethylmorpholine → HCID 67284943, compound

Participants

Reaction Conditions

Reaction Steps

2,4-dichloro-5,7-difluoro-3-methylquinoline (1.0 g, 4.03 mmol) and 2,2-dimethylmorpholine (0.46 mL, 4.03 mmol) were slurried in 2-propanol (10 mL) and heated in a microwave reactor at 120° C. for 5 h. The reaction was then concentrated to dryness and purified by column chromatography (hexanes:EtOAc, 1:0 to 1:1) to give 4-(4-chloro-5,7-difluoro-3-methylquinolin-2-yl)-2,2-dimethylmorpholine. 1H NMR (400 MHz, chloroform-d) δ ppm 7.31 (1H, ddd, J=9.7, 2.7, 1.5 Hz), 6.89 (1H, ddd, J=12.3, 8.9, 2.5 Hz), 3.93-3.98 (2H, m), 3.23-3.28 (2H, m), 3.10 (2H, s), 2.47 (3H, s), 1.37 (6H, s). Mass Spectrum (ESI) m/e=327.2 (M+1).

Provenance & Evidence