2-(Trifluoromethoxy)phenol → HCID 57919165, compound

Participants

Reaction Steps

In an analogous manner to the stepwise sequence outlined in intermediate 19, starting from 4,5-dichloro-2-(tetrahydropyran-2-yl)-2H-pyridazin-3-one (Intermediate 20) and 2-trifluoromethoxy-phenol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[6-oxo-4-(2-trifluoromethoxy-phenoxy)-6H-pyridazin-1-yl]-propionic acid as a white solid (14.11 g, 83% for the final step); LC-MS: 413.0 [M+1]+, tR=5.39 min. Purity on HPLC: 97.5% (214 nm), 97.9% (254 nm), tR=8.94 min. 1H NMR (300 MHz, CDCl3): δ 9.90 (s, 1H, broad), 7.89 (d, 1H, J=2.7 Hz), 7.40˜7.33 (m, 3H), 7.24 (s, 1H), 5.96 (d, 1H, J=2.4 Hz), 5.53 (dd, 1H, J1=10.2 Hz J2=4.5 Hz), 2.86˜2.38 (m, 1H), 2.29˜2.07 (m, 1H), 1.79˜1.49 (m, 7H), 1.20˜1.08 (m, 2H).

Provenance & Evidence