HCID 67065996, compound → HCID 24904257, compound

Participants

Reaction Steps

A solution of 1-benzyl-4-(2-fluoro-4-methoxyphenyl)1,2,3,6-tetrahydropyridine (Step B; 117 mg; 0.393 mmol) in MeOH (10 mL) was treated with a catalytic amount of 10% Pd/C and the reaction was placed under an atmosphere of H2 (Parr Shaker; 45 PSI) for 48 h. The reaction was filtered through Celite and the filtrate was concentrated in vacuo. The residue was purified by flash silica gel chromatography (0-100% EtOAc/hexanes gradient) to afford 4-(2-fluoro-4-methoxyphenyl)piperidine as a tan solid. LCMS 210.1 (M+1)+. 1H NMR (CDCl3, 500 MHz) δ 7.16 (t, J=8.7 Hz, 1H), 6.68 (dd, J=8.7, 2.5 Hz, 1H), 6.60 (dd, J=12.3, 2.5 Hz, 1H), 3.78 (s, 3H), 3.63 (d, J=12.6 Hz, 2H), 3.09-2.98 (m, 2H), 2.18 (q, J=12.1 Hz, 2H), 2.02 (d, J=13.3 Hz, 2H).

Provenance & Evidence