2,3-Dihydro-2,2-dimethyl-7-benzofuranol → HCID 57919290, compound

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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 2,2-dimethyl-2,3-dihydro-benzofuran-7-ol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(2,2-dimethyl-2,3-dihydro-benzofuran-7-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid as a white solid (14 g, 91% for the final step); LC-MS: tR=3.73 min, 399 [M+H]+. HPLC: tR=6.52 min, 98.99% at 214 nm, 99.32% at 254 nm. 1H NMR (300 MHz, CD3OD): δ 7.99 (s, 1H), 7.17-6.89 (m, 3H), 5.87 (s, 1H), 5.52-5.48 (m, 1H), 3.12 (s, 2H), 2.40-2.32 (m, 1H), 2.13-2.10 (m, 1H), 1.81-1.52 (m, 7H), 1.45 (s, 6H), 1.20-1.14 (m, 2H).

Provenance & Evidence