Methanol → HCID 59603006, compound

Participants

Reaction Steps

245 mg (0.721 mmol) of 4-(3-acetyl-2-methyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl)-3-chlorobenzonitrile are dissolved under an argon atmosphere in 15 ml of abs. dichloromethane, and 273 mg (1.442 mmol) of triethyloxonium tetrafluoroborate are added. After a reaction time of two hours at room temperature (reaction checked by HPLC), the mixture is mixed with 5 ml of methanol and 0.5 ml of water and stirred for a further 2 h. It is then diluted with 20 ml of water and extracted three times with dichloromethane. The combined organic phases are dried with sodium sulfate, and the solvent is removed in a rotary evaporator. The residue is purified by preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid, gradient 20:80→95:5). 127 mg (47.9% of theory) of the title compound are obtained.

Provenance & Evidence