4-Aminobenzyl alcohol → Pyridine-2-sulfonic acid (4-hydroxymethyl-phenyl)-amide

Participants

Reaction Steps

Reaction of (4-Amino-phenyl)-methanol (249 mg, 2.03 mmol), N,N-diisopropylethylamine (294 uL, 1.69 mmol), and pyridine-2-sulfonyl chloride (300 mg, 1.69 mmol) for 1 h at room temperature followed by column chromatography on silica gel (CH2Cl2/MeOH 194:3) gave the title compound (210 mg, 47%) as a red solid. 1H NMR (300 MHz, CDCl3) δ 4.60 (d, 2H, J=6.0 Hz), 7.07 (br s, 1H), 7.15 (d, 2H, J=8.4 Hz), 7.23 (d, 2H, J=8.7 Hz), 7.44-7.48 (m, 1H), 7.83 (ddd, 1H, J=7.5, 7.5, 1.8 Hz), 7.89 (d, 1H, J=7.8 Hz), 8.72 (d, 1H, J=4.5 Hz).

Provenance & Evidence