7-Methylindan-4-ol → 3-cyclopentyl-2-[4-(7-methyl-indan-4-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid

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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 7-methyl-indan-4-ol and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(7-methyl-indan-4-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (10 g, 86% for the final step); LC-MS: 383 [M+1]+, tR=3.77 min. HPLC: 97.75% at 214 nm, 98.81% at 254 nm, tR=7.98 min. 1H NMR (300 MHz, CDCl3): δ 7.85 (d, 1H, J=2.4 Hz), 7.01 (d, 1H, J=8.1 Hz), 6.77 (d, 1H, J=8.1 Hz), 5.88 (d, 1H, J=2.4 Hz), 5.49 (dd, 1H, J1=10.2 Hz, J2=4.8 Hz), 2.87 (t, 2H, J=7.5 Hz), 2.77 (t, 2H, J=7.5 Hz), 2.26 (s, 3H), 2.15˜2.07 (m, 2H), 1.80˜1.49 (m, 7H), 1.25˜1.14 (m, 4H).

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