2,6-Difluorophenol → HCID 57919231, 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 2,6-difluoro-phenol and alkylating with 2-bromo-4-ethyl-hexanoic acid methyl ester (Intermediate 17) afforded 2-[4-(2,6-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-4-ethyl-hexanoic acid as a white solid (599.8 mg, 88% for the final step); ES+-HRMS m/e calcd for C18H20N2O4F2 [M+H+] 367.1464, found 367.1462. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.77 (m, 6H), 1.00 (br s, 1H), 1.09-1.44 (m, 4H), 1.93 (ddd, J=14.2, 9.4, 4.3 Hz, 1H), 2.11 (ddd, J=14.2, 10.8, 4.0 Hz, 1H), 5.38 (dd, J=10.8, 4.0 Hz, 1H), 6.09 (d, J=2.7 Hz, 1H), 7.32-7.43 (m, 2H), 7.43-7.57 (m, 1H), 8.28 (d, J=2.7 Hz, 1H), 13.11 (br s, 1H).

Provenance & Evidence