Hydrochloric Acid → HCID 68515557, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 3-(6-hydroxy-4-oxoquinazolin-3(4H)-yl)-4-methylbenzoic acid (7.2 g) in DMF (150 ml) was added K2CO3 (33 g) and 1-bromo-2-chloroethane (12 ml) and heated to 50° C. for 2 hours. 2N NaOH (24 ml) was added and the solution heated to 40° C. for a further 16 hours. The pH was adjusted to pH˜1 with 1N HCl and the resultant solid collected by filtration. The solid was washed with methylene chloride, methanol and dried in vacuo to yield 3-[6-(2-chloroethoxy)-4-oxoquinazolin-3(4H)-yl]-4-methylbenzoic acid (9.1 g); NMR Spectrum: (DMSOd6) 2.14 (s, 3H), 3.98 (m, 2H), 4.40 (m, 2H), 7.55 (m, 3H), 7.72 (d, 1H), 7.93 (s, 1H), 7.98 (d, 1H), 8.19 (s, 1H); Mass Spectrum: M+H+ 359.

Provenance & Evidence