Imino‐bridged heterocycles. I. A derivative of benzo[5,6]cyclohepta[1,2‐ b ]pyridin‐5,11‐imine

The current interest in structures that contain a tricyclic framework with a nitrogen bridged central ring has prompted us to examine the synthesis of imino‐bridged benzocycloheptapyridines. Treatment of 5,6‐trans‐dibromobenzo[5,6]cyclohepta[1,2‐ b ]pyridin‐11‐one with anhydrous methyl amine in THF produced 6‐β‐bromo‐5,6‐dihydro‐11α‐hydroxy‐12‐methyl‐11 H ‐benzo[5,6]cyclohepta[1,2‐ b ]pyridin‐5,11‐imine, the first example of the desired bridged derivatives.