Ethyl orthoformate → HCID 86759433, compound

Participants

Reaction Conditions

Reaction Steps

(1R*,2R*,5S*,6R*)-6-Amino-8-benzyl-2-{(1S*)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-1-phenyl-8-azabicyclo[3.2.1]octane (Example 132; 150 mg, 0.27 mmol) in glacial acetic acid (2 ml) with triethylorthoformate (3 ml) was heated to 90° C. Sodium azide (178 mg, 2.74 mmol) was then added and the mixture stirred at 90° C. overnight. The reaction mixture was cooled and partitioned between saturated sodium hydrogen carbonate solution and dichloromethane and the organics dried (MgSO4) and concentrated in vacuo to give the title compound as a yellow oil (158 mg, 95%).

Provenance & Evidence