Hydrochloric Acid → HCID 178481244, compound

Participants

Reaction Steps

To a mixture of (3-(4-(1H-pyrazol-1-yl)benzyl)-4-chloro-2-methoxyquinolin-6-yl)(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methanol (0.32 g, 0.561 mmol, Example 33A) in methanol (1.5 mL) was added 6.6 M aqueous HCl (5 mL). The resulting solution was stirred for 4 days, cooled in an ice bath and aqueous NaOH (3 M) added dropwise to a basic pH. The crude product was isolated by filtration then chromatographed (10% MeOH in DCM, gradient) to provide the product, 1H NMR (400 MHz, DMSO-d6) δ ppm 12.23 (s, 1H), 8.41 (d, J=2.5 Hz, 1H), 7.85 (s, 1H), 7.58-7.77 (m, 4H), 7.32-7.48 (m, 6H), 7.28 (d, J=9.1 Hz, 2H), 6.97 (s, 1H), 6.51 (d, J=2.0 Hz, 1H), 6.12 (s, 1H), 4.11 (s, 2H), 3.32 (s, 3H); MS (ESI) 556.

Provenance & Evidence