Sodium Methoxide → HCID 22416545, compound

Participants

Reaction Steps

To a solution of 2-nitroxyethylamine hydrochloride (314 mg, 2.20 mmol) in methanol (3 ml) was added sodium methoxide (115 mg, 2.13 mmol) followed by a solution of propyl N-cyano-6-diethylamino-3-pyridinecarboximidate (370 mg, 1.42 mmol) in methanol (2 ml), and the mixture was stirred at room temperature for 5 hours. After the reaction was completed, the reaction mixture was concentrated to dryness under reduced pressure. The residue was suspended in water and extracted with ethyl acetate. The ethyl acetate layer was washed with a saturated saline solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography with a mixed solvent of ethyl acetate and hexane as an eluent to give the title compound (183 mg, yield 42%) as colorless crystals.

Provenance & Evidence