4-Methylpiperidine → HCID 54444501, compound

Participants

Reaction Conditions

Reaction Steps

The product from Step H (0.92 g, 2.6 mmol) was taken up in DCM (25 mL) with stirring and cooled to 0° C. TEA (362 μL, 2.6 mmol) and 4-methyl-piperidine (307 μL, 2.6 mmol) were added and the reaction warmed to room temperature and stiired overnight. The reaction was diluted with DCM and washed successively with water, 1 M HCl, water, brine, dried, filtered and concentrated in vacuo to give a yellow oil. This was purified by silica gel column chromatography eluting with hex /EtOAc 8:2 to give the titled compound as a yellow oil (440 mg, 41%). 1H-NMR δ (CDCl3) 7.40-7.18 (10H, m), 5.0 (1H, d, J=12.2 Hz), 4.95 (1H, d, J=12.2 Hz), 3.9 (1H, m), 3.68 (2H, m), 3.42-3.31 (1H, dd, J=4.4, 14.1 Hz), 2.91-2.80 (1H, dd, J=5.9, 17.1 Hz), 2.79-2.62 (3H, m), 2.58-2.47 (1H, dd, J=6.2, 17.1 Hz), 1.69-135 (2H, m), 1.30-1.10 (3H, m) and (3H, d, J=6.2 Hz).

Provenance & Evidence