Triethylamine → HCID 68278785, compound

Participants

Reaction Steps

To a microwave vial containing methyl 5-[3-(4-fluorophenyl)-7-(N′-hydroxycarbamimidoyl)-4-oxo-3,4-dihydroquinazolin-2-yl]pentanoate (14B) in DMF was added Et3N (4 eq) and 4-pyridinecarbonyl chloride-HCl (1.2 eq). The mixture was stirred at rt for 1 h, then at 100° C. overnight. The mixture was then cooled to rt, diluted with Et2O, and saturated NaHCO3. The organic layer was separated, washed with H2O, brine, and dried over MgSO4. Concentration and purification by flash chromatography (EtOAc/hexanes) to afford methyl 5-(3-(4-fluorophenyl)-4-oxo-7-(5-(pyridin-4-yl)-1,2,4-oxadiazol-3-yl)-3,4-dihydroquinazolin-2-yl)pentanoate.

Provenance & Evidence