Water → HCID 23442326, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-bromo-9-chloro-1-methyl-1H-pyrazolo[4,3-b]quinoline (EXAMPLE 19, step 2, 800 mg, 2.70 mmol), 3-[(tributylstannyl)methyl]benzonitrile ((H. Azizian et al., J. Organomet. Chem., 1981, 215, 49), 1.21 g, 2.97 mmol), dichlorobis(triphenylphosphine)palladium (II) (189 mg, 0.27 mmol) in hexamethylphosphoramide (15 ml) was stirred at 70° C. for 14 h. After cooling to room temperature, water (150 ml) was added, and extracted with ethyl acetate (300 ml×3). The combined organic layer was washed with water (100 ml), dried over magnesium sulfate, and concentrated in vacuo. The residue was chromatographed on a column of silica gel eluting with ethyl acetate/hexane (1:1.5 to 1:1) to give 572 mg (64%) of the title compound as a yellow solid.

Provenance & Evidence