4-Methylmorpholine → HCID 68520987, compound

Participants

Reaction Steps

A 25 mL round bottom flask equipped with a magnetic stir bar was charged with 0.285 g (1.18 mmol) of the product of Step E dissolved in 4 mL of methylene chloride. To the reaction mixture was added 0.340 g (1.77 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 0.240 g (1.78 mmol) of 1-hydroxybenzotriazole, 0.390 μL (3.55 mmol) of N-methylmorpholine, followed by 0.431 g (1.30 mmol) of 4-cyclohexyl-4-[(4,4-dimethyl-2-oxo-1,3-oxazolidin-3-yl)methyl]piperidinium chloride. The resulting solution was stirred at room temperature for 48 h, then was partitioned between methylene chloride and saturated aqueous sodium bicarbonate. The organic layer was separated, washed with 1 N hydrochloric acid, saturated aqueous sodium bicarbonate, brine, dried (Na2SO4), filtered and evaporated in vacuo. The residual amorphous solid was used directly in the next step without further purification.

Provenance & Evidence