2,6-Difluorophenol → HCID 57919282, 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-3-cyclobutyl-propionic acid methyl ester (Intermediate 16) afforded 3-cyclobutyl-2-[4-(2,6-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid as a white solid (520.5 mg, 82% for the final step); ES+-HRMS m/e calcd for C17H16N2O4F2 [M+H+] 351.1151, found 351.1152. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.44-1.56 (m, 1H), 1.57-1.87 (m, 4H), 1.87-2.01 (m, 1H), 2.03-2.27 (m, 3H), 5.17-5.28 (m, 1H), 6.07 (d, J=2.7 Hz, 1H), 7.32-7.43 (m, 2H), 7.43-7.58 (m, 1H), 8.26 (d, J=2.7 Hz, 1H), 13.05 (br s, 1H).

Provenance & Evidence