Trifluoroacetic acid → (R)-3-(4,4-difluoropyrrolidin-2-yl)-5-fluorobenzonitrile

Participants

Reaction Steps

To a solution of (R)-tert-butyl 2-(3-cyano-5-fluorophenyl)-4,4-difluoropyrrolidine-1-carboxylate (I-23) (0.45 g, 1.4 mmol) in DCM (3 mL) was added TFA (3 mL) and stirred at room temperature for 1 hour. All the solvents were removed under reduced pressure. The crude was diluted with EtOAc, washed with aqueous NaHCO3 and brine, dried over sodium sulfate, filtered and concentrated to yield (R)-3-(4,4-difluoropyrrolidin-2-yl)-5-fluorobenzonitrile (I-24) as a light yellow oil. 1H NMR (400 MHz, CDCl3) δ 7.52 (s, 1 H), 7.42 (d, J=9.2 Hz, 1 H), 7.29-7.26 (m, 1 H), 4.46 (t, J=8.8 Hz, 1 H), 3.52-3.30 (m, 2 H), 2.74-2.60 (m, 1 H), 2.20-2.04 (m, 1 H), 1.90 (bs, 1 H). MS m/z 227.1 (M+1)+.

Provenance & Evidence