Methyl 2-bromo-3-cyclopentylpropanoate → HCID 57919213, compound

Participants

Reaction Steps

In an analogous manner to the stepwise sequence outlined in intermediate 19 (steps 2-5), starting from 4-chloro-5-cyclobutoxy-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 2-(4-cyclobutoxy-6-oxo-6H-pyridazin-1-yl)-3-cyclopentyl-propionic acid (9.0 g, 98% for the final step); LC-MS: 307 (M+1)+, tR=4.17 min. HPLC: tR=12.71 min, (214 nm, 98.6%), (254 nm, 99.0%). 1H NMR (300 MHz, DMSO-d6): δ 12.86 (s, 1H, broad), 7.80 (d, 1H J=4.8 Hz), 6.61 (d, 1H, J=5.1 Hz), 5.36 (dd, 1H, J=10.8 Hz, J=3.9 Hz), 4.58-4.14 (m, 1H), 2.20-0.76 (m, 17H).

Provenance & Evidence