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. 1111638-74-4, name is 4-(3-Iodo-1H-pyrazol-4-yl)-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below., Product Details of 1111638-74-4
A mixture of compound 4 (104.6 mg, 0.200 mmol), pyridine-3-boronic acid (52.1 mg, 0.424 mmol), Pd2(dba)3 (6.7 mg, 0.007 mmol), K3PO4 (198.2 mg, 0.934 mmol), H2O (0.5 mL), dioxane (0.5 mL), and 0.6 M tricyclohexylphosphine (20 muL,0.012 mmol) was refluxed under an argon atmosphere for 15 h. The reaction mixture was filtered, washed with EtOAc, and concentrated in vacuo. The residue was purified by column chromatography over silica gel (n-hexane-EtOAc) to give amixture of regioisomers 5a (40.2 mg, 43%) as a yellow oil. 1H-NMR (270 MHz, CDCl3, major peaks of regioisomers) delta: 8.86 (1H, d, J = 1.9 Hz), 8.62-8.64 (1H, m), 8.25 (1H, d,J = 5.4 Hz), 8.14 (1H, s), 7.88-7.91 (2H, m), 7.30-7.37 (2H, m), 7.10 (1H, s), 6.79-6.83 (2H, m), 6.56 (1H, d, J = 5.4 Hz), 5.51(2H, s), 3.80 (3H, s), 3.67-3.80 (2H, s), 0.91-1.01 (2H, m), 0.01 (9H, s). LC/MS (ESI): m/z 475 [M + H]+.
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Reference:
Article; Sekimata, Katsuhiko; Sato, Tomohiro; Sakai, Naoki; Watanabe, Hisami; Mishima-Tsumagari, Chiemi; Taguri, Tomonori; Matsumoto, Takehisa; Fujii, Yoshifumi; Handa, Noriko; Honma, Teruki; Tanaka, Akiko; Shirouzu, Mikako; Yokoyama, Shigeyuki; Miyazono, Kohei; Hashizume, Yoshinobu; Koyama, Hiroo; Chemical and Pharmaceutical Bulletin; vol. 67; 3; (2019); p. 224 – 235;,
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