2,6-Difluorophenol → HCID 57919097, 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-methyl-pentanoic acid methyl ester (Intermediate 11) afforded 2-[4-(2,6-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-4-methyl-pentanoic acid as a white solid (1.48 g, 89% for the final step); ES+-HRMS m/e calcd for C16H16N2O4F2 [M+H+] 361.0970, found 361.0969. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.86 (d, J=6.0 Hz, 6H), 1.24-1.45 (m, 1H), 1.84 (ddd, J=14.0, 9.5, 4.3 Hz, 1H), 2.04-2.18 (m, 1H), 5.39 (dd, J=11.1, 4.3 Hz, 1H), 6.08 (d, J=2.7 Hz, 1H), 7.30-7.44 (m, 2H), 7.44-7.57 (m, 1H), 8.28 (d, J=2.7 Hz, 1H), 13.09 (br s, 1H).

Provenance & Evidence