Sodium Iodide → HCID 19098110, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 500 mg of 2-butyl-6-(2-furanylhydroxymethyl)-4(1H)-quinazolinone in 8 ml of N,N-dimethylformamide is stirred while 63.64 mg of lithium methoxide is added followed by 1.87 g of 5-[4'-(bromomethyl)[1,1'biphenyl]-2-yl]-1-(triphenylmethyl)-1H-tetrazole. After stirring for 10 minutes, 251.25 mg of sodium iodide is added followed by heating in an oil bath at 55° C. for 18 hours. The volatiles are evaporated in vacuo to a residue which partitioned between ethyl acetate and water. The organic layer is washed with brine, dried with anhydrous Na2SO4 and the volatiles evaporated to afford 2.0 g of a dark residue. The residue is purified by chromatography on silica gel with (2.25:1)hexanes:ethyl acetate as solvent to afford 815 mg of the desired product as a white foam. Fab Mass Spec 797 (M+Na).

Provenance & Evidence