Methanol → HCID 59603036, compound

Participants

Reaction Steps

18 mg (0.056 mmol) of 4-(3-acetyl-2-methyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl)-3-fluorobenzonitrile are dissolved under an argon atmosphere in 5 ml abs. dichloromethane, and 21.2 mg (0.111 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 again stirred for 2 h. It is then diluted with 10 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 column chromatography (silica gel, mobile phase: cyclohexane/ethyl acetate 3:7). 7 mg (35.4% of theory) of the title compound are obtained.

Provenance & Evidence