HCID 57958802, compound → HCID 59359756, compound

Participants

Reaction Steps

To a solution of 4-chloro-6-(4-fluorophenyl)-quinazoline (258 mg, 1 mmol) and Fe(acac)3 (17 mg, 0.05 mmol) in THF (5 ml) was added n-propyl magnesium bromide (600 ul of 2M THF solution). The reaction was stirred at RT for 1 hour at RT then diluted with ether (5 ml) and quenched with 3 drops 2N HCl. The mixture was further diluted with ether and extracted with H2O. The aqueous layer was neutralized with a saturated aqueous NaHCO3 solution and extracted 3× with ether. The combined organics were washed once with NaHCO3 and once with a saturated aqueous NaCl solution, dried over MgSO4, filtered and concentrated in vacuo. The crude material was purified by column chromatography on SiO2 using EtOAc/hex (10-30% EtOAc) to give the title compound (115 mg, 43% yield) which was characterized by mass spectrum as follows: (m/z): 267 ([M+H]) 100).

Provenance & Evidence