Phenol, 2-fluoro-5-methyl- → HCID 57919187, 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-fluoro-5-methyl-phenol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(2-fluoro-5-methyl-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid as a white solid (14.5 g, 74% for the final step); LC-MS: 361 [M+1]+, tR=5.20 min. Purity on HPLC: 98.2% (214 nm), 98.9% (254 nm), tR=8.93 min. 1H NMR (300 MHz, CDCl3): δ9.54 (s, 1H broad), 7.89 (d, 1H, J=2.1), 7.14˜7.08 (m, 2H), 6.99 (d, 1H, J=9.0), 5.98 (s, 1H), 5.53 (dd, 1H J1=10.5 Hz, J2=4.5 Hz), 2.35 (s, 3H), 2.39˜2.20 (m, 1H), 2.15˜2.06 (m, 1H), 1.79˜1.49 (m, 7H), 1.20˜1.11 (m, 3H).

Provenance & Evidence