2,6-Dimethylcyclohexanol → HCID 57919266, compound

Participants

Reaction Steps

In an analogous manner to the stepwise sequence outlined in Intermediate 72, starting from 4,5-dichloro-2-(tetrahydropyran-2-yl)-2H-pyridazin-3-one (Intermediate 20) and 2,6-dimethyl-cyclohexanol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(2,6-dimethyl-cyclohexyloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (10.5 g, 86% for the final step); LC-MS: 363 (M+1)+, tR=5.03 min. Purity on HPLC: tR=10.3 min, 99.3% (214 nm), 99.0% (254 nm). 1H NMR (300 MHz, DMSO-d6): δ 12.89 (s, 1H), 7.79-7.77 (m, 1H), 6.96-6.82 (m, 1H), 5.36 (dd, 1H, J=10.8 Hz, J=3.9 Hz), 4.58-4.15 (m, 1H), 2.20-0.76 (m, 25H).

Provenance & Evidence