Ethyl 2-pyridinecarboxylate → HCID 14508407, compound

Participants

Reaction Steps

Treatment of 3.15 g (10 mmol) of 2-methyl-3-p-bromophenyl-4(3H)-quinazolinone and 1.81 g (12 mmol) of ethyl picolinate with 1.92 g (40 mmol) of sodium hydride (50%) in 160 ml of THF for a reaction period of 2.5 hours resulted in a yellow-brown reaction slurry which was processed using Method B. The crude yellow product was recrystallized from dimethyl sulfoxide-acetone to yield 4.06 g (96%) of yellow microcrystals, mp 312°-313° (dec): 1H NMR (CDCl3 with 3 drops CF3CO2H) δ 8.96-7.11 (m, 12H, aromatic) and 5.50 ppm (s, 1H, vinyl); ir (KBr) 1685 cm-1C=O).

Provenance & Evidence