Methyl 2-bromo-3-cyclopentylpropanoate → HCID 57919179, compound

Participants

Reaction Steps

In an analogous manner to the stepwise sequence outlined in Intermediate 19 steps 4-5, starting from 5-(2,3-dichloro-phenoxy)-2H-pyridazin-3-one alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(2,3-dichloro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (12 g, 78% for the final step); LC-MS: 307 [M+1]+, tR=2.50 min. HPLC: 30.31% at 214 nm, 90.71% at 254 nm, tR=3.81 min. 1H NMR (300 MHz, DMSO-d6): δ 8.18 (s, 1H), 7.63 (d, 1H, J=2.1 Hz), 5.79 (d, 1H, J=10.2 Hz), 3.95 (d, 1H, J=12.3 Hz), 3.58 (d, 1H, J=3.3 Hz), 2.04˜1.91 (m, 2H), 1.64˜1.49 (m, 4H).

Provenance & Evidence