With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.75680-92-1,Ethyl 6-chloro-3-pyridazinecarboxylate,as a common compound, the synthetic route is as follows.
General procedure: To a suspension of ethyl 6-chloropyridazine-3-carboxylate 16 (534 mg, 2.87 mmol) in distilled water (9 mL), isobutyric acid (60 muL, 0.65 mmol), conc. H2SO4 (230 muL, 4.31 mmol) and AgNO3 (48.75 mg, 0.29 mmol) were added at room temperature. The mixture was heated at 65-75 C and a solution of NH4S2O8 (982.40 mg, 4.31 mmol) in distilled water (5 mL) was added dropwise in 10-15 min. The reaction was stirred for an additional 30 min at 70-75 C, then poured over ice, then neutralized with a 30% aqueous solution of NH4OH and immediately extracted twice with dichloromethane. The collected organic layers were dried over anhydrous MgSO4, and evaporated in vacuo. The residue was purified by flash chromatography on silica gel (200-300 mesh, hexane: ethyl acetate = 5:1) to obtain the regioisomer 17a (29.4 mg, yield 4.5%) and regioisomer 17b (294.0 mg, 44.9%). 5.1.8.1 Ethyl 6-chloro-4-isopropylpyridazine-3-carboxylate (17a) Yellow liquid. 1H NMR (CDCl3, 500 MHz): delta 7.51 (s, 1H), 0.4.54-4.49 (q, 2H), 3.47-3.41 (m, 1H), 1.46 (t, J = 7 Hz, 3H), 1.31 (s, 3H), 1.29 (s, 3H). MS (ESI), m/z: 229.11 [M+H]+.
As the paragraph descriping shows that 75680-92-1 is playing an increasingly important role.
Reference£º
Article; Qian, Hai-Yan; Wang, Zhi-Long; Xie, Xiao-Yu; Pan, You-Lu; Li, Gang-Jian; Xie, Xin; Chen, Jian-Zhong; European Journal of Medicinal Chemistry; vol. 137; (2017); p. 598 – 611;,
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