With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.446273-59-2,3-Amino-4-bromo-6-chloropyridazine,as a common compound, the synthetic route is as follows.
4-bromo-6-chloro-pyridazin-3-amine (3.0 g, 14.4 mmol) and (0298) tetrakis(triphenylphosphine)palladium (1666 mg, 144 muiotaetaomicron) were suspended in THF (13.2 g) and a solution of zinc chloride in Me-THF (2.0 M, 9 mL, 18 mmol) was added. The reaction mixture was cooled to -5C and methyllithium in diethoxymethane (3.1 M, 11.6 mL, 36 mmol) was added. The reaction mixture was stirred at 45C for 4 hours. Sodium sulfate decahydrate (11.7 g, 36 mmol) was added at room temperature, the mixture was stirred 1.5 hours at 60C, diluted with water (100 mL) and after 30 minutes the precipitate was filtered off. The precipitate was dissolved in aqueous HC1 2M (100 mL) and ethyl acetate (140 mL). The biphasic system was filtered, the phases were separated and the pH of the water layer adjusted to 7 with aqueous NaOH 32% (18 mL). The precipitate was filtered and dried. The solid obtained was digested twice in methanol (20 mL) at room temperature. The two filtrates were combined, evaporated and dried under high vacuum to afford 6-chloro-4-methyl-pyridazin-3-amine (1.2 g, 58.1%) as a red solid. (0299) -NuMuRhonu (CDCb, 600 MHz): 7.09 (d, 1H); 4.90 (br s, 2H), 2.17 (d, 3H), 446273-59-2
446273-59-2 3-Amino-4-bromo-6-chloropyridazine 22024419, apyridazine compound, is more and more widely used in various fields.
Reference：
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ADAM, Jean-Michel; FANTASIA, Serena Maria; FISHLOCK, Daniel Vincent; HOFFMANN-EMERY, Fabienne; MOINE, Gerard; PFLEGER, Christophe; MOESSNER, Christian; (73 pag.)WO2019/57740; (2019); A1;,
Pyridazine – Wikipedia
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