Water → 1-(3-amino-benzyl)-4-(4-isopropyl-phenyl)-6-propargyloxy-1H-quinazolin-2-one

Participants

Reaction Conditions

Reaction Steps

A mixture of 5.7 g (12.57 mmol) of the aromatic nitro-compound prepared in step B and 5.7 g (0.10 mol; 8 eq.) iron powder in 85 ml acetic acid is heated to 40° C. and stirred overnight. After 16 h another 3.5 g iron powder is added and stirring continued for 4 h. The brown suspension is distributed between ethyl acetate and water. The organic layer is washed with sodium bicarbonate solution and brine. Concentration in vacuo leaves 5.88 g of yellow foam. Flash chromatography (petroleum ether/ethyl acetate) yields 2.80 g (53%) of a yellow solid. m.p. 186° C.

Provenance & Evidence