Sodium hydride → HCID 9825551, compound

Participants

Reaction Steps

Using an analogous procedure to that described for Example 2, 4-chloro-6-methoxy-7-(3-morpholinopropoxy)quinazoline (169 mg, 0.5 mmol), (prepared as described for the starting material in Example 2), was reacted with 3-phenyl-4,5-dihydro-1H-pyrazol-5-one (200 mg, 1.25 mmol), (J. Org. Chem., 1967, 32, 3321-3324), in the presence of sodium hydride (50 mg, 1.25 mmol, prewashed with pentane) in DMF (3 ml) to give 6-methoxy-7-(3-morpholinopropoxy)-4-(5-phenylpyrazol-3-yloxy)quinazoline as the free base. The free base was dissolved in a mixture of methylene chloride/methanol (1/1) and 3M hydrochloric acid in methanol was added. The volatiles were removed by evaporation to give 6-methoxy-7-(3-morpholinopropoxy)-4-(5-phenylpyrazol-3-yloxy)quinazoline hydrochloride (115 mg, 43%).

Provenance & Evidence