4-Methylmorpholine → HCID 178459247, compound

Participants

Reaction Steps

2(R)-[(4-methoxybenzenesulfonyl)(4-picolyl)amino]-2-(trans-4-propoxycyclohexyl) acetic acid hydrochloride (2.65 g, 4.82 mmol), 1-hydroxybenzotriazole (0.65 g, 4.81 mmol), 4-methylmorpholine (2.93 mL, 26.5 mmol), and O-t-butylhydroxylamine hydrochloride (1.81 g, 14.4 mmol) are dissolved in methylene chloride (100 mL). N-[dimethylaminopropyl]-N'-ethylcarbodiimide hydrochloride (1.1 g, 5.8 mmol) is added, and the reaction is stirred overnight. The reaction is then diluted with water and extracted with methylene chloride. The combined organic extracts are washed with brine, dried (Na2SO4), and the solvent is evaporated. The crude product is purified by silica gel chromatography (5% methanoilmethylene chloride) to give N-(t-butyloxy)-2(R)-[(4-methoxybenzenesulfonyl)-(4-picolyl)amino]-2-(trans-4-propoxy-cyclohexyl)-acetamide.

Provenance & Evidence