tert-butyl 3-(aMinoMethyl)-8-azabicyclo[3.2.1]octane-8-carboxylate synthesis

Yield:-

Reaction Conditions:

Stage #1: 3-cyano-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl esterwith lithium aluminium tetrahydride in tetrahydrofuran at 20; for 4 h;Cooling with ice;
Stage #2: with water in tetrahydrofuran;Cooling with ice;

Steps:

122

Preparation Example 122 Under ice-cooling, to a suspension of LAH (88 mg) in THF (20 ml) was added tert-butyl 3-cyano-8-azabicyclo[3.2.1] octane-8-carboxylate (550 mg), followed by stirring at room temperature for 4 hours. Under ice-cooling, water was added thereto, followed by extraction with EtOAc, and the organic layer was dried over anhydrous sodium sulfate. After the desiccant was removed, the solvent was evaporated under reduced pressure to obtain 600 mg of tert-butyl 3-(aminomethyl)-8-azabicyclo[3.2.1]octane-8-carboxylate.

References:

EP2325175,2011,A1 Location in patent:Page/Page column 33