3-Fluorophenol → HCID 57919130, 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 3-fluoro-phenol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(3-fluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (10.5 g, 71%); ESI-MS 347 [M+H+] HPLC: >96% (purity). 1H-NMR (300 MHz, CDCl3) δ 7.86 (s, 1H), 7.40-7.48 (m, 1H), 7.02-7.07 (t, 1H), 6.87-6.96 (m, 2H), 6.05 (s, 1H), 5.51-5.56 (m, 1H), 2.32-2.41 (m, 1H), 2.12-2.14 (m, 1H), 1.50-1.80 (m, 7H), 1.15-1.17 (m, 2H).

Provenance & Evidence