6-Bromo-<em>N</em>-(3-(difluoromethyl)phenyl)quinolin-4-amine

Abstract

A routine synthesis was performed to furnish the title compound which incorporates a versatile difluoromethyl group on the aniline substitution of a 4-anilinoquinoline kinase inhibitor motif. In addition, the small molecule crystal structure (of the HCl salt) was solved, which uncovered that the difluoromethyl group was disordered within the packing arrangement and also a 126.08(7)° out of plane character between the respective ring systems within the molecule. The compound was fully characterized with 1H/13C-NMR and high-resolution mass spectra (HRMS), with the procedures described.

Keywords

• 4-anilino-quin(az)olines
• hinge binder
• conformational flexibility
• kinase inhibitor design