Trifluoroacetic acid → HCID 69332283, compound

Participants

Reaction Steps

To a solution of ethyl 3-fluoro-1-[2-(N-tert-butoxycarbonyl-N-methylamino)ethyl]4-piperidinylacetate (236 mg, 0.68 mmol) in CH2Cl2 (10 mL) was added TFA (5 mL) at 0° C. After being stirred at room temperature for 4 hr, the reaction mixture was concentrated. The residue was taken up with sat. NaHCO3 solution and extracted with CHCl3. The extracts were dried over MgSO4 and concentrated to afford ethyl 3-fluoro-1-[2-(N-methylamino)ethyl]4-piperidinylacetate (117 mg, 70%) as a reddish oil. 1H-NMR (CDCl3)δ 1.26 (t, J=7.1 Hz, 3H), 1.58 (m, 1H), 1.70 (m, 1H), 1.99 (m, 1H), 2.14 (m, 1H), 2.27–2.33 (m, 1H), 2.47 (s, 3H), 2.48–2.56 (m, 4H), 2.72 (t, J=6.3 Hz, 2H), 2.90 (m, 1H), 3.16 (m, 1H), 4.14 (q, J=7.1 Hz, 2H), 4.67 (d, J=48.3 Hz, 1H); ESI-MS m/z 247 (M++1)

Provenance & Evidence