2,5-Difluorophenol → HCID 57919291, 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 2,5-difluoro-phenol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(2,5-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (10.4 g, 59%) as a white solid; LC-MS 365 [M+H+]; HPLC (0.17% trifluoroacetic acid in acetonitrile/water, 50%-100% acetonitrile, gradient, 1 mL/min, Venusil MP-C18, C18-15 cm×4.6 mm-5 μm), purity>95%. 1H-NMR (300 MHz, DMSO-d6) δ 13.01 (bs, 1H), 8.16 (s, 1H), 7.53 (m, 1H), 7.26 (m, 1H), 6.00 (s, 1H), 5.30 (m, 1H), 1.01-2.19 (m, 11H).

Provenance & Evidence