p-Anisoyl chloride → 4-[(3-chloro-6-methylphenanthridin-5(6H)-yl)carbonyl]phenol

Beteiligte Stoffe

Reaktionsschritte

N-[1-(4′-chloro-2′-fluoro-1,1′-biphenyl-2-yl)ethyl]-4-methoxybenzamide—The title compound was prepared from 1-(4′-chloro-2′-fluoro-biphenyl-2-yl)-ethylamine (1 g, 4 mmol), triethylamine (614 uL, 4.4 mmol), and 4-methoxybenzoyl chloride (683 mg, 4 mmol) according to the procedure and in the same manner as described in Example 24, step c. The crude residue was immediately purified on a Biotage® (40 Mi) column for flash column chromatography (5-30% methyl tert-butylether in hexane) resulting in the isolation of 1.22 g (79%) of a white solid. mp 165-165.9° C.; 1H NMR (400 MHz, DMSO-d6) δ ppm 1.31 (s, 3 H) 3.80 (s, 3 H) 4.94 (s, 1 H) 6.97 (d, J=8.79 Hz, 2 H) 7.15 (d, J=7.50 Hz, 1 H) 7.30 (s, 1 H) 7.43 (m, 2 H) 7.60 (m, 3 H) 7.82 (d, J=7.50 Hz, 2 H) 8.66 (s, 1 H). MS (ESI) m/z 384/386 ([M+H]+); Anal. calcd for C22H19ClFNO2: C:68.84 H:4.99 N:3.65 Found: C:68.81 H:5.07 N:3.65.

Herkunft & Nachweise