Sodium hydride → HCID 86702336, compound

Participants

Reaction Steps

Sodium hydride (60% dispersion in mineral oil, 0.23 g, 5.80 mmol) was added to a stirred solution of 5-chloro-2-methoxypyridin-3-amine (Preparation 23b, 1.15 g, 7.25 mmol) in tetrahydrofuran (11 mL) and the resulting mixture was stirred at ambient temperature for 30 minutes. A solution of 2,6-dichloro-3-methyl-5-nitropyridine (prepared according to the method described in WO2010/094645(A1), 1.0 g, 4.83 mmol) in tetrahydrofuran (10 mL) was then added and the reaction mixture was heated at reflux overnight and then stirred at ambient temperature for 3 days. Solvent was evaporated under reduced pressure and the resulting residue was treated with methanol, filtered, washed with additional methanol and dried to yield the title compound (1.18 g, 74%) as an orange solid.

Provenance & Evidence