3-Phenoxyphenol → HCID 57919146, 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-phenoxy-phenol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[6-oxo-4-(3-phenoxy-phenoxy)-6H-pyridazin-1-yl]-propionic acid (9.0 g, 66%); LC-MS [M+H+]=421; purity>97%, HPLC conditions: C18 column 4.6×112 mm, 5 μm, 1.0 mL/min, acetonitrile (0.1% trifluoroacetic acid) in water (0.1% trifluoroacetic acid)=100%˜50%, detector 214 nm and 254 nm. 1H-NMR (300 MHz, CDCl3): δ 1.09-1.25 (m, 2H), 1.49-1.80 (m, 7H), 2.05-2.17 (m, 1H), 2.29-2.39 (m, 1H), 5.52 (dd, J=4.5, 10.5 Hz, 1H), 6.05 (d, J=2.7 Hz, 1H), 6.73 (s, 1H), 6.82 (d, J=8.1 Hz, 1H), 6.94 (d, J=8.1 Hz, 1H), 7.05-7.20 (m, 3H), 7.27-7.42 (m, 3H), 7.81 (d, J=2.7 Hz, 1H).

Provenance & Evidence