Morpholine → 4-(7-Bromo-2-chloroquinazolin-4-yl)morpholine

Participants

Reaction Steps

To an ice cold solution of 7-bromo-2,4-dichloro-quinazoline (7 g, 0.0255 mol) in dichloromethane (150 mL), morpholine (4.43 mL, 0.0509 mol) was slowly added and the reaction was continued at 0° C. for 30 minutes. The solvent was evaporated to dryness to provide the crude compound. The crude product was purified using column chromatography (60-120 silica gel, 30% ethyl acetate in hexane) to provide the title compound (7 g, 84%). 1H NMR (300 MHz, CDCl3): δ 8.17 (d, J=7.5 Hz, 1H), 8.04 (d, J=7.5 Hz, 1H), 7.63 (d, J=8.1 Hz, 1H), 3.72-3.74 (m, 8H): LC-MS (ESI): Calculated mass: 327.0; Observed mass [M+H]+: 329.8. (RT: 0.45 min).

Provenance & Evidence