4-Methoxyphenol → HCID 57919225, 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 4-methoxy-phenol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(4-methoxy-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid as a light yellow solid (110.8 mg, 87% for the final step). 1H NMR (300 MHz, DMSO-d6) δ ppm 1.06 (br s, 2H), 1.34-1.80 (m, 7H), 1.82-2.08 (m, 1H), 2.10-2.24 (m, 1H), 3.79 (s, 3H), 5.30 (dd, J=10.9, 4.2 Hz, 1H), 5.69 (d, J=2.4 Hz, 1H), 7.05 (d, J=9.1 Hz, 2H), 7.23 (d, J=9.1 Hz, 2H), 8.07 (d, J=2.4 Hz, 1H), 12.98 (br s, 1H).

Provenance & Evidence