1,2-Dimethoxyethane → HCID 23442339, compound

Participants

Reaction Steps

A mixture of 8-bromo-9-chloro-1-methyl-1H-pyrazolo[4,3-b]quinoline (EXAMPLE 38, step 1, 100 mg, 0.337 mmol), 4-methoxyphenylboronic acid (56 mg, 0.371 mmol) and dichlorobis(triphenylphosphine)palladium (II) (24 mg, 0.034 mmol) in a mixture of saturated aqueous sodium bicarbonate (0.5 ml) and 1,2-dimethoxyethane (2.5 ml) was refluxed for 5 h. After cooling to room temperature, the mixture was diluted with diethyl ether (100 ml), washed with saturated aqueous sodium bicarbonate (30 ml) and dried over magnesium sulfate. Removal of solvent gave a solid, which was chromatographed on a column of silica gel eluting with ethyl acetate/hexane (1:5) to afford 65 mg (60%) of the title compound as a yellow solid.

Provenance & Evidence