Trifluoroacetic acid → (2R,4S)-4-fluoro-2-(3-fluorophenyl)pyrrolidine

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To a solution of (2R,4S)-tert-butyl 4-fluoro-2-(3-fluorophenyl)pyrrolidine-1-carboxylate (I-5A) (890 mg, 3.14 mmol) in DCM (5 mL) at room temperature was added TFA (5 mL). The mixture was stirred at room temperature for 2 hours. All the solvents were removed under reduced pressure. The crude was extracted with EtOAc, washed with aqueous NaHCO3 and brine, dried over sodium sulfate, filtered and concentrated to yield (2R,4S)-4-fluoro-2-(3-fluorophenyl)pyrrolidine (I-6). 1H NMR (400 MHz, CDCl3) δ 7.31-7.25 (m, 1 H), 7.15-7.10 (m, 2 H), 6.96-6.90 (m, 1 H), 5.29 (d, J=53.6 Hz 1 H), 4.50 (dd, J=9.6, 6.4 Hz, 1 H), 3.43-3.33 (m, 1 H), 3.31-3.28 (m, 1 H), 2.51 (ddd, J=21.2, 14.0, 6.4 Hz, 1 H), 2.23 (bs, 1 H), 1.79 (dddd, J=39.6, 14.4, 10.0, 4.4 Hz, 1 H). MS m/z 184.1 (M+1)+.

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