Ethanol → HCID 58326464, compound

Participants

Reaction Steps

A mixture of 3-chloro-6-methoxy-pyridazine (1.44 g, 10 mmol), 2,6-methyl-phenyl boronic acid (1.73 g, 11.5 mmol), sodium carbonate (2 M aqueous solution, 10.5 ml, 21 mmol), ethanol (2 ml) and Pd(PPh3)4 (232 mg, 0.2 mmol) is refluxed in toluene (60 ml) overnight and then cooled to room temperature. EtOAc (20 ml) is added to the mixture and the organic layer is separated. The organic layer is washed with water, dried, and solvent removed. The crude product is purified by flash silica gel column (Hexanes/EtOAc 4:1) to give 3-(2,6-dimethyl-phenyl)-6-methoxy-pyridazine. 1H NMR: (CDCl3) 7.21-7.30 (m, 2H), 7.12 (d, 2H), 7.03 (d, 2H), 4.20 (s, 3H), 2.05 (s, 6H).

Provenance & Evidence