2,6-Difluorophenol → HCID 57919133, 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-(tetrahydro-pyran-4-yl)-propionic acid methyl ester (Intermediate 14) afforded 2-[4-(2,6-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-3-(tetrahydro-pyran-4-yl)-propionic acid as a white solid (223 mg, 88% for the final step); ES+-HRMS m/e calcd for C18H18N2O5F2 [M+H+] 381.1257, found 381.1257. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.06-1.37 (m, 3H), 1.38-1.49 (m, 1H), 1.53-1.68 (m, 1H), 1.86-2.03 (m, 1H), 2.04-2.17 (m, 1H), 3.04-3.29 (m, 2H), 3.70-3.88 (m, 2H), 5.42 (dd, J=10.7, 4.3 Hz, 1H), 6.09 (d, J=2.8 Hz, 1H), 7.33-7.43 (m, 2H), 7.43-7.56 (m, 1H), 8.28 (d, J=2.8 Hz, 1H), 13.13 (br s, 1H).

Provenance & Evidence