4-Methylmorpholine → HCID 9857142, compound

Participants

Reaction Conditions

Reaction Steps

A solution of Example 327B (0.15 g, 0.5 mmol) in DMF (10 mL) was treated with 1-hydroxybenzotriazole hydrate (0.104 g, 0.66 mmol), NH4Cl (0.0948 g, 0.017 mmol), and 4-methylmorpholine (0.141 g, 0.14 mmol). The solution was cooled to 0° C. and treated with 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (0.115 g, 0.6 mmol), warmed to room temperature, stirred overnight, poured into saturated NaHCO3, filtered, washed with brine (3×20 mL), dried (MgSO4), and evaporated. Purification by flask chromatography on silica gel eluting with 20% acetone-hexane yielded 0.030 g (21%) of the title compound as a glassy residue.

Provenance & Evidence