Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 38275-56-8, name is 5-Chloropyrimidine-2-carbonitrile. A new synthetic method of this compound is introduced below., Recommanded Product: 38275-56-8
Embodiment 10 2-cyano-5-((4,4-dimethylthiochroman-6-yl)ethynyl)pyrimidine Commercially available 4,4-dimethyl-6-ethynylthiochroman (202.8mg, 1.0mmol) and 2-cyano-5-chloropyrimidine (93mg, 0.67mmol) used as raw material were added to a flask, followed by addition of Pd(PPh3)2Cl2 (23mg, 0.03mmol) and CuI (19mg, 0.1mmol). After the flask was purged with argon for 3 times to remove oxygen, 2mL dry DMF and 0.25mL dry Et3N were added via syringe. The reaction was continued at 50C for 22 h and monitored by TLC. After completion of the reaction, the reaction solution was cooled to room temperature and the reaction was quenched with saturated ammonium chloride solution. The mixture was diluted with ethyl acetate, washed with saturated ammonium chloride solution and saturated sodium chloride solution. The organic phase was dried over anhydrous sodium sulfate, filtered, concentrated and purified by flash column chromatography (PE:EtOAc = 30:1) to give WYC-202 (133mg, 65%). 1H NMR (400 MHz, CDCl3) delta 8.89 (s, 2H), 7.55 (d, J = 1.6 Hz, 1H), 7.21 (dd, J = 8.2, 1.7 Hz, 1H), 7.11 (d, J = 8.2 Hz, 1H), 3.11 – 3.03 (m, 2H), 2.01 – 1.93 (m, 2H), 1.35 (s, 6H); 13C NMR (126 MHz, CDCl3) delta 159.21, 142.59, 141.79, 136.33, 130.15, 129.31, 126.98, 122.88, 116.13, 115.70, 101.85, 81.24, 37.02, 33.15, 30.02, 23.42. ESI(+)-MS: 306.3 [M+1]+.
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Reference:
Patent; Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences; Huazhong University of Science and Technology; CAO, Xin; YU, Biao; WANG, Ning; CHEN, Junwei; (88 pag.)EP3428155; (2019); A1;,
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