Crystal structure of 9-(4-bromobutyl)-9H-fluorene-9-carboxylic acid

Abstract

The title compound, C18H17BrO2, is a key intermediate in the synthesis of lomitapide mesylate, a microsomal triglyceride transfer protein inhibitor. Its asymmetric unit contains two independent molecules with slightly different conformations; the mean planes of the 4-bromobutyl and carboxylate groups in the two molecules form dihedral angles of 24.54 (12) and 17.10 (18)°. In the crystal, carboxylate groups are involved in O—H...O hydrogen bonding, which leads to the formation of two crystallographically independent centrosymmetric dimers. Weak intermolecular C—H...O interactions further link these dimers into layers parallel to the bc plane.

Keywords

• crystal structure
• lomitapide mesylate
• hydrogen bonding