Hydrochloric Acid → 2-[[4-Cyano-3-(trifluoromethyl)phenyl](2,2,2-trifluoroethyl)amino]ethyl methanesulfonate

To a solution of 4-[(2-hydroxyethyl)(2,2,2-trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile (0.104 g, 0.333 mmol) in CH2Cl2 (3 mL) at 0° C. was added Et3N (0.07 mL, 0.5 mmol), followed by MsCl (0.03 mL, 0.37 mmol). The resulting mixture was stirred 12 h, gradually warming to rt. The mixture was poured into 10% v/v HCl and the layers were separated. The organic layer was washed (sat'd NaHCO3, water, brine), dried over Na2SO4, filtered and concentrated to a colorless film (0.122 g), which was used without further purification: 1H NMR (300 MHz, CDCl3) δ 7.71 (d, J=8.8 Hz, 1H), 7.12 (d, J=2.4 Hz, 1H), 6.99 (dd, J=8.7, 2.7 Hz, 1H), 4.43 (t, J=5.7 Hz, 2H), 4.10 (q, J=8.5 Hz, 2H), 3.95 (t, J=5.7 Hz, 2H), 3.02 (s, 3H).

1. customthe layers were separated
2. washThe organic layer was washed (sat'd NaHCO3, water, brine)
3. dry with materialdried over Na2SO4
4. filtrationfiltered
5. concentrationconcentrated to a colorless film (0.122 g), which
6. customwas used without further purification

ORD record

ord-221e7007a04547d6a97f88a5814837cc

Source dataset

uspto-grants-2010_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07834063B2