Crystal structure of 5,11-dihydropyrido[2,3-b][1,4]benzodiazepin-6-one

Abstract

The title compound, C12H9N3O, is an intermediate in the synthesis of the muscarinic M2 receptor antagonist AFDX-384. The seven-membered ring adopts a boat conformation and the dihedral angle between the planes of the aromatic rings is 41.51 (9)°. In the crystal, molecules are linked into [001] chains of alternating inversion dimers formed by pairs of N—H...O hydrogen bonds and pairs of N—H...N hydrogen bonds. In both cases, R22(8) loops are generated.

Keywords

• crystal structure
• pyridobenzodiazepine
• boat conformation
• hydrogen bonding