Benzenesulfonyl chloride, 2,4-dichloro- → 6-(2,4-Dichloro-benzenesulfonylamino)-3-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-pyridine-2-carboxylic acid methyl ester

Participants

Reaction Steps

Prepared from 2-amino-5-bromo-6-methoxycarbonylpyridine and 4-(N -piperidinylsulfonyl)thiophenol according to General Method 11 step 1 followed by reaction with 2,4-dichlorophenylsulfonyl chloride according to General Method 11 step 2. 1H NMR (CDCl3): 8.02 (1 H, d, J 11 Hz, A-ring CH ortho to SO2NH), 7.63 & 7.42 (2×2 H, 2×d, 2×J 10 Hz, Ar CH's of C-ring), 7.43 (1 H, s, A-ring CH ortho to 2×Cl) 7.32 (1 H, d, J 11 Hz, Ar CH), 3.88 (3H, s, CH3) 2.98-2.76 (4H, m, CH2NCH2), 1.62-1.53 (4 H, m, CH2CH2CH2CH2CH2), 1.41-1.30 (2 H, m, CH2CH2CH2CH2CH2) further 2 aromatic protons were obscured by a solvent peak around 7.28 ppm. Hplc (Luna 2, Gradient 5): rt=6.55 minutes. LC/MS rt=7.23 minutes, 616/618 (MH+).

Provenance & Evidence