Adding a certain compound to certain chemical reactions, such as: 3934-20-1, 2,4-Dichloropyrimidine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 3934-20-1, blongs to pyrimidines compound. COA of Formula: C4H2Cl2N2
A solution of 2,4-dichloropyrimidine (1.00 g, 6.71 mmol) and morpholine (0.59 mL, 6.81 mmol) in THF (25 mL) was charged with triethylamine (1 ,4 mL, 10.0 mmol) at 0 C. The reaction mixture was stirred at ambient temperature for 3 h. The reaction mixture was evaporated to dryness, the residue was taken up in CH2Cl2, and the organic layer was washed with water followed by brine; dried over sodium sulphate, filtered and concentrated. The residue was purified by combi-flash companion (silica gel, CH3OH/CH2CI2) to provide 4-(2-chloropyrimidm-4-yl)morpholine 417c (1.0 g, 70%) as a white solid. 1H NMR (300 MHz, CDCI3): delta 8.17 (d, J = 5 , 1 Hz, 1H), 6,53 (d, J = 5.1 Hz, I I I). 3.81 (t, ./ 4.5 Hz, 41 1 ). 3.75 (t, J =4.5 Hz, 4H); ESI+APCI MS m/z 200 [M + i | . A solution of 2-(5 -chloro-2,4-dimethoxyphenyl)-7-(piperazin-1-yl)imidazo[1 ,2-a]pyridine 301 (250 mg, 0.67 mmol) and NN-diisopropylethylamine (0.5 mL, 2.87 mmol) in DMF (7.5 mL) was charged with 4-(2-chloropyrimidin-4-yl)morpholine 417c (238 mg, 1.34 mmol). The reaction mixture was stirred at 100 C for 16 h. The reaction mixture was cooled to room temperature, suspended in water and stirred for 1 h. The precipitate was collected by filtration; the solid obtained was washed with water, dried under reduced pressure and purified by combi-flash companion (silica gel, CH3OH/CH2CI2). The product obtained was further triturated with methanol and filtered. The solids were washed with hexanes and dried to provide 4-(2-(4-(2-(5-chloro-2,4-dimethoxyphenyl)imidazo[1,2-a]pyridin-7-yl)piperazin-1-yl)pyrimidin-4-yl)morpholine 418c (20 mg, 5%) as an off-white solid. I NMR (300 MHz, DMSO- 6): 0 8.34 (d, ./ 10.0 Hz, i l l). 8.16 (s, I I I). 8.03 (s, ), 7.94 (d, J = 8.0 Hz, 1H), 6.87 (s, 1 H), 6.85 (s, 1 H), 6.71 (s, 1 H), 6.12 (d, J = 7,6 Hz, 4.01 (s, 3H), 3.93 (s, 3H), 3 ,82 (br s, 4H), 3.65 (br s, 4H), 3.53 (br s, All), 3,28 (br s, 4H); HPLC (Method 6) 97.4% (AUC), R = 1 1 .89 mm.; ESI+APCI MS m/z 536 [M + H]+
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3934-20-1, its application will become more common.
Reference:
Patent; ONCOTHERAPY SCIENCE, INC.; MATSUO, Yo; HISADA, Shoji; NAKAMURA, Yusuke; CHAKRABARTI, Anjan; RAWAT, Manish; RAI, Sanjay; SATYANARAYANA, Arvapalli, Venkata; DUAN, Zhiyong; TALUKDAR, Arindam; RAVULA, Srinivas; DECORNEZ, Helene; (491 pag.)WO2017/58503; (2017); A1;,
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