Downstream synthetic route of 17973-86-3

17973-86-3, 17973-86-3 3,6-Dibromopyridazine 248852, apyridazine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17973-86-3,3,6-Dibromopyridazine,as a common compound, the synthetic route is as follows.

Step 1: To a mixture of 3,6-dibromo-pyridazine (500 mg, 2.10 mmol, for preparation see Pwdrali et al.; J. Org. Chem.; 23, 1958; 778) and 4-pyridylcarbinol (229 mg. 2.10 mmol) in anhydrous tetrahydronfuran (10 mL) at 0 C. under argon was added sodium hydride (302 mg, 12.6 mmol). The reaction mixture was warmed up to RT and then was stirred at 50 C. under argon for 6 h. After cooled to 0 C., the resultant orange mixture was diluted with ethyl acetate (20 mL) and then excess sodium hydride was quenched by water until no bubble occurred. The organic layer was collected and washed by brine (3¡Á10 mL) and dried over anhydrous Na2SO4, filtered, and evaporated in vacuo, which afforded 400 mg (1.50 mmol, 71% yield) of 1-bromo-4-(4-pyridylmethoxy)pyridazine as an oil. The crude product was pure enough to carried out next step reaction without further purification. 1H-NMR (MeOH-d4) 8.52-8.54 (m, 2H), 7.80 (d, 1H), 7.52-7.54 (m, 2H), 7.25 (d, 1H), 5.60 (s, 2H); MS LC 266 M+, 269 (M+3H)+, cacl. 266; TLC (3:2 v/v ethyl acetate-hexanes) Rf=0.20.

17973-86-3, 17973-86-3 3,6-Dibromopyridazine 248852, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Bayer Pharmaceuticals Corporation; US6903101; (2005); B1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem