2-Amino-5-bromo-4-methylpyridine → 2-Chloro-N-{4-methyl-5-[4-(morpholine-4-sulfonyl)-phenylsulfanyl]-pyridin-2-yl}-4-trifluoromethyl-benzenesulfonamide

Participants

Reaction Steps

Prepared from 2-amino-5-bromo-4-methylpyridine and 4-(N -morpholinylsulfonyl)thiophenol according to General Method 11 step 1 followed by reaction with 2-chloro-4-trifluoromethylphenylsulfonyl chloride according to General Method 11 step 2. 1H NMR (CDCl3): 13.25 (1 H, br s, N11), 8.39 (1 H, s, A-ring CH ortho to Cl), 8.32 (1 H, d, J 11 Hz, A-ring CH ortho to SO2NH), 7.65 & 7.15 (2×1 H, 2×s, pyridyl CH's), 7.62 (1 H, d, J 11 Hz, A-ring CH ortho to CF3), 7.55 & 7.10 (2×2 H, 2×d, 2×J 10 Hz, Ar CH's of C-ring), 3.70-3.60 (4H, m, CH2OCH2), 2.95-2.84 (4H, m, CH2NCH2), 2.23 (3H, s, CH3). Hplc (Luna 2, Gradient 5): rt=6.01 minutes. LC/MS rt=6.75 minutes, 608 (MH+).

Provenance & Evidence