Potassium Iodide → 6-methoxy-4-[(2-methyl-1H-indol-5-yl)oxy]-7-[2-(tetrahydro-5H-[1,3]dioxolo[4,5-c]pyrrol-5-yl)ethoxy]quinazoline

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-(2-chloroethoxy)-6-methoxy-4-[(2-methyl-1H-indol-5-yl)oxy]quinazoline (0.15 g), tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrole hydrochloride (0.10 g), potassium carbonate (0.09 g) and potassium iodide (0.1 g) in DMA (1.5 ml) was stirred and heated at 80° C. for 12 hours. The mixture was diluted in DMF (0.8 ml), filtrated and purified by preparative LCMS (Hypersil C18-13-Basic column using a solvent gradient consisting of acetonitrile and water buffered with a 5% ammonium carbonate solution (100 g/L, pH 8.9). The solvent was removed by evaporation under vacuum and the residue was triturated under diethyl ether, filtered and dried to give 6-methoxy-4-[(2-methyl-1H-indol-5-yl)oxy]-7-[2-(tetrahydro-5H-[1,3]dioxolo[4,5-c]pyrrol-5-yl)ethoxy]quinazoline (0.10 g) as a pale yellow solid.

Provenance & Evidence