4-Piperidinol, 1-methyl- → HCID 131728133, compound

Participants

Reaction Steps

6-(3-Hydroxybenzyl)-2-[4-(trifluoromethyl)phenyl]thieno[2,3-d]pyridazin-7(6H)-one (0.203 g, 0.50 mmol), 1-methylpiperidin-4-ol (0.074 g, 0.64 mmol) and TPP (0.172 g, 0.66 mmol) were stirred in THF (3 mL) at 0° C. DEAD (0.3 mL, 40% in toluene, 0.66 mmol) was added and the resulting mixture was allowed to attain room temperature and the stirring continued over night. Concentration and purification on C8-HPLC (0.1% HOAc, gradient 30→40% CH3CN) gave 0.022 g (8%) of the title compound. 1H NMR (400 MHz, CDCl3) δ 8.19 (s, 1H), 7.77 (d, 2H, J=8.3 Hz), 7.70 (d, 2H, J=8.3 Hz), 7.51 (s, 1H), 7.22 (dd, 1H, J=8.2, 7.7 Hz), 7.04 (d, 1H, J=7.7 Hz), 7.00 (bs, 1H), 6.78 (dd, 1H, J=8.2, 0.9 Hz), 5.37 (s, 2H), 4.44 (br, 1H), 2.88-2.72 (m, 4H), 2.45 (s, 3H), 2.15-2.05 (m, 2H), 1.99 (s, 3H), 1.98-1.88 (m, 2H). MS (ESI+) 500 (M+1H+).

Provenance & Evidence