(2,6-Difluorophenyl)acetonitrile → HCID 57919208, compound

Participants

Reaction Steps

In an analogous manner to the stepwise sequence outlined in Intermediate 63, starting from 4,5-dichloro-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one (Intermediate 20) and (2,6-difluoro-phenyl)-acetonitrile and alkylating with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10) afforded 3-cyclopentyl-2-[4-(2,6-difluoro-benzyl)-6-oxo-6H-pyridazin-1-yl]-propionic acid (175 mg, 88% for Step 5) as an off-white solid; ES+-HRMS m/e calcd for C20H21N2O3F3 [M+H+] 395.1577, found 395.1576. 1H NMR (300 MHz, DMSO-d6) δ ppm 0.91-1.21 (m, 2H), 1.33-1.75 (m, 7H), 1.82-2.04 (m, 1H), 2.07-2.24 (m, 1H), 3.96 (s, 2H), 5.31 (d, J=6.3 Hz, 1H), 6.48 (s, 1H), 7.09-7.25 (m, 2H), 7.37-7.53 (m, 1H), 7.90 (s, 1H), 12.97 (br s, 1H).

Provenance & Evidence