3,3-Dimethylbutylamine → HCID 12094487, compound

Participants

Reaction Steps

A solution of compound 4 (223 mg, 1.0 mmol) in dimethylformamide (2.5 mL) under argon at room temperature was treated with 3,3-dimethylbutyl amine (111 mg, 1.1 mmol), ethyl-3-(3-dimethylamino)-propylcarbodiimide hydrochloride (327 mg, 1.1 mmol) and hydroxybenzotriazole monohydrate (148 mg, 1.1 mmol) and stirred overnight. The reaction mixture was diluted with ethyl acetate and washed with 10% citric acid, water, dilute sodium bicarbonate, water and brine, dried (anhydrous mnagnesium sulfate) and concentrated to give an oil. Flash chromatography on silica gel and elution with ethyl acetate/hexanes (1:4) gave an oil (274 mg) that slowly solidified, mp 75-76.5° C. Analysis calculated for C18H30N2O2: C, 70.55; N, 9.87; N, 9.14. Found: C, 70.46; H, 10.06; N, 9.02.

Provenance & Evidence