Methanesulfonyl chloride → HCID 11496689, compound

Participants

Reaction Steps

To a solution of 4-[{2-[(4-aminophenyl)oxy]ethyl}(2,2,2-trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile (0.0423 g, 0.105 mmol) in dry pyridine (1 mL) at rt, under nitrogen, was added MsCl (0.010 mL, 0.12 mmol) in one portion. The mixture was stirred 22 h and concentrated in vacuo. The residue was partitioned between EtOAc and 10% v/v HCl and the layers were separated. The organic layer was washed (water, brine), dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by flash chromatography (EtOAc/hexanes), affording 0.0372 g of the title compound as a colorless film: 1H NMR (300 MHz, CD3OD) δ 7.74 (d, J=8.8 Hz, 1H), 7.37 (d, J=2.4 Hz, 1H), 7.26 (dd, J=8.8, 2.5 Hz, 1H), 7.19-7.12 (m, 2H), 6.90-6.83 (m, 2H), 4.43 (q, J=8.9 Hz, 2H), 4.22 (t, J=5.1 Hz, 2H), 4.04 (t, J=5.1 Hz, 2H), 2.85 (s, 3H); MS (APCI) m/z 480 (M−1).

Provenance & Evidence