4-Methylmorpholine → HCID 140570811, compound

Participants

Reaction Steps

A mixture of Example 22B (0.09 g, 0.221 mmol), 1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid (0.056 g, 0.243 mmol), N-methylmorpholine (0.085 mL, 0.772 mmol), and 1-hydroxybenzotriazole hydrate (0.017 g, 0.110 mmol) in N,N-dimethylformamide (2.5 mL) was treated with N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (0.063 g, 0.331 mmol), and the reaction was stirred at ambient temperature for 3 hours. The reaction was treated with water (15 mL), and the resulting suspension was stirred for 10 minutes and filtered. The solid collected was washed with water and dried under vacuum. The crude material was purified by flash chromatography on silica gel, eluting with a gradient of from 0% to 40% ethyl acetate in hexane, to provide the title compound. MS ESI(+) m/z 619.2 [M+H]+.

Provenance & Evidence