Triethylamine → HCID 67041341, compound

Participants

Reaction Steps

4-Chloro-3-nitroquinoline (2.09 g, 9.99 mmol) and triethylamine (2.10 mL, 15.0 mmol) were sequentially added to a solution of (5-pyridin-3-ylisoxazol-3-yl)methylamine (2.09 g, 9.99 mmol) in dichloromethane, and the solution was stirred overnight at room temperature. The resultant red solution was washed sequentially with saturated aqueous sodium bicarbonate and brine, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (eluting with 2% to 5% methanol in dichloromethane) to provide 1.17 g of 3-nitro-N-[(5-pyridin-3-ylisoxazol-3-yl)methyl]quinolin-4-amine as a yellow-orange solid.

Provenance & Evidence