Methanol → (3-(3,3-Dimethylbutyl)-3-azabicyclo[3.1.0]hexane-6-yl)methanamine

Participants

Reaction Steps

The 3-(3,3-dimethylbutyl)-3-azabicyclo[3.1.0]hexane-6-carboxamide (170 mg, 0.808 mmol) prepared in Example 6 was dissolved in 7.42 mL of methylene chloride and 1 M lithium aluminum hydride (LAH; 3.23 mL, 3.23 mmol) dissolved in diethyl ether was added dropwise at 0° C. After stirring for 5 minutes, the mixture was heated to room temperature. 15 minutes later, the mixture was stirred for 23 hours at 55° C. under reflux. The completion of the reaction was confirmed by TLC (CH2Cl2:MeOH=10:1). After the reaction was completed, sodium sulfate hydrate was cautiously added at 0° C. The reaction mixture was filtered sequentially through Celite and anhydrous sodium sulfate, concentrated under reduced pressure and dried to obtain 130 mg (82.0%) of the target compound.

Provenance & Evidence