Hydrochloric Acid → HCID 13515187, compound

Participants

Reaction Steps

A 1.0 M solution of BBr3 in DCM (2.9 ml, 2.9 mmol) was added to 8-methoxy-3-N-methyl-2-methylquinazolin-4-[3 H]-one (0.2 g, 0.98 mmol) to form a yellow suspension, which was gently refluxed for 48 hours. The solvent was directly distilled from the reaction vessel to leave a yellow/green solid, which was hydrolysed with 10% aq. NaOH solution to give a cream suspension. The suspension was neutralised with 1.0 M aqueous HCl and then extracted into EtOAc. The organic layers were combined, dried (MgSO4) and filtered. The solvent was removed under vacuum to leave a pale brown solid (0.18 g, 0.94 mmol, 96% crude yield). The product (0.16 g) was purified by column chromatography, using DCM:MeOH (98:2) as eluent to give a white solid (0.12 g, 0.56 mmol, 57%).

Provenance & Evidence