Downstream synthetic route of 1837-55-4

1837-55-4 3,5-Dichloropyridazine 19959687, 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.1837-55-4,3,5-Dichloropyridazine,as a common compound, the synthetic route is as follows.

INTERMEDIATE 53 5-(3-Bromo-4-fluoro-lH-pyrazol-l-yl)-3-chloropyridazine To a solution of 3-bromo-4-fluoro-lH-pyrazole (100 mg, 0.606 mmol) in anhydrous DMF (1 mL) added potassium fert-butoxide (68 mg, 0.606 mmol) slowly at room temperature. The mixture was stirred at room temperature for 10 min, followed by the addition of 3,5-dichloropyridazine (90 mg, 0.606 mmol) in DMF (1 mL). The resulting mixture was stirred at 100 C for 1 h. The mixture was cooled to room temperature, quenched with water (10 mL) and extracted with EtOAc (40 mL x 3). The organic layer was collected and dried over Na2S04. The solvent was removed in vacuo to give the crude product. This was purified by flash chromatography (ISCO Combiflash, 10 g, Biotage Si column, -30 mL/min, 100% hexanes 5 min, gradient to 100% EtOAc in hexanes 15 min) to afford 5-(3-bromo-4-fluoro-lH-pyrazol-l-yl)-3- chloropyridazine. LCMS calc. = 278.93; found = 278.82 (M+H)+., 1837-55-4

1837-55-4 3,5-Dichloropyridazine 19959687, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014/120346; (2014); A1;,
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