3,6-Dichloropyridazine → HCID 58190547, compound

Participants

Reaction Conditions

Reaction Steps

A sealed tube was charged with 2-(7-fluoroquinolin-6-yl)propanehydrazide (11.4 g, 48.9 mmol), 3,6-dichloro-pyridazine (8.01 g, 53.8 mmol) and 190 mL of n-butanol. The mixture was heated at 140° C. for 12 h. After cooling, the solvent was removed in vacuo and the residue was purified by flash chromatography on silica gel eluting with EtOAc/methanol gradient to afford the title compound (7.1 g, 44%). 1H-NMR (400 MHz, DMSO-d6) δ ppm 8.95 (d, 1H), 8.49-8.46 (m, 2H), 7.96 (d, 1H), 7.84 (d, 1H), 7.58 (dd, 1H), 7.48 (dd, 1H), 5.17 (q, 1H), 1.88 (d, 3H). LCMS (method A): [MH]+=328, tR=5.00 min.

Provenance & Evidence