3-Methoxyphenol → HCID 57919124, 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 3-methoxy-phenol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(3-methoxy-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid as a white solid (159.4 mg, 42% for the final step); ES+-HRMS m/e calcd for C19H22N2O5 [M+H+] 359.1602, found 359.1600. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.04 (br s, 2H), 1.31-1.80 (m, 7H), 1.87-2.09 (m, 1H), 2.09-2.25 (m, 1H), 3.78 (s, 3H), 5.31 (dd, J=11.0, 4.1 Hz, 1H), 5.79 (d, J=2.7 Hz, 1H), 6.85 (dd, J=7.8, 1.8 Hz, 1H), 6.89-6.96 (m, 2H), 7.42 (t, J=8.2 Hz, 1H), 8.08 (d, J=2.7 Hz, 1H), 13.03 (br s, 1H).

Provenance & Evidence