Methanol → N-[6-(3-Hydroxymethyl-pyrrol-1-yl)-7-nitro-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl]-methanesulfonamide

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Reaction Steps

To a solution of N-[6-(3-formyl-pyrrol-1-yl)-7-nitro-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl]-methanesulfonamide (580 mg, 1.47 mmol, crude from previous step) in methanol (5 ml) sodium borohydride (112 mg, 2.95 mmol) is added at 0° C. and allowed to stir for 30 minutes. A small quantity of acetic acid is added to destroy excess sodium borohydride. The reaction mixture is diluted with ethyl acetate and washed two times with water and the solvent of the organic layer is removed by rotavapor evaporation to give a red-brown oil which is purified by flash chromatography with DCM/methanol from 98:2 to 95:5 to yield the title compound as an orange solid, m.p. 250-270° C. (decomp.).

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