Methyl iodide → HCID 67582812, compound

Participants

Reaction Steps

To a solution of 2-[4-(benzyloxycarbonyl)piperazin-1-yl]-4-[(1R,4S)-(4-hydroxycyclopent-2-en-1-yl)oxy]quinazoline [cf. Example 35(3)] (6.31 g) and methyl iodide (4.00 g) in dimethylformamide (52 ml) is added 60% sodium hydride (in oil) (678 mg) with stirring under ice-cooling, and the mixture is stirred at room temperature for 4 hours. The reaction mixture is diluted with ethyl acetate, and washed with water 5 times. The ethyl acetate solution is dried over anhydrous magnesium sulfate and evaporated to dryness under reduced pressure. The resulting residue is purified by medium pressure liquid column chromatography (eluent, chloroform:methanol=500:1, v/v) to give 2-[4-(benzyloxycarbonyl)piperazin-1-yl]-4-[(1R,4S)-(4-methoxycyclopent-2-en-1-yl)oxy]quinazoline (5.92 g) as oil.

Provenance & Evidence