Methanesulfonic Acid → HCID 86663963, compound

Participants

Reaction Steps

To a solution of 1-(5-(benzyloxy)-7-propionylbenzo[d]thiazol-2-yl)-3-ethylurea (5.50 g, 14.34 mmol) in dichloromethane (50 mL) was added methanesulphonic acid (18.6 mL, 286.8 mmol) at rt. The mixture was stirred for 1 h at rt. After reaction completion (by TLC), was added ice-cold water (100 mL) at 0° C. followed by extraction with EtOAc (3×100 mL). The combined organic layers were washed with water, brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel 100-200 M, 5% MeOH-DCM) to obtain the desired product as an off white solid (4.30 g, 64%). 1H NMR (DMSO-d6): δ 10.95 (br s, 1H), 9.80 (br s, 1H), 7.43 (s, 1H), 7.25 (s, 1H), 6.80 (br s, 1H), 3.15-3.20 (m, 2H), 3.08-3014 (m, 2H), 1.07-1.14 (m, 6H). LCMS: 294.20 [M+H]+.

Provenance & Evidence