Electric Literature of 6693-08-9 , The common heterocyclic compound, 6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine, molecular formula is C4Cl3FN2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
To a solution of 2-fluorothiophene (3.76 g, 36.80 mmol) in anydrous tetrahydrofuran(20 mL) was added n-butyllithium (15.0 mL, 36.80 mmol, 2.5 mol/L) at -15 C, and the mixturewas stirred for 1 h at -15 oc. Then to the mixture was addeddichloro(N,N,N,N-tetramethylethylenediamine)zinc(II) (3.07 g, 12.11 mmol), and the resultingmixture was stirred for 1 h. Then palladium dichloride (653 mg, 3.68 mmol), triphenylphosphine(1.93 g, 7.36 mmol) and 2,4,6-trichloropyrimidine (7.43 g, 40.50 mmol) were added to themixture in tum. The resulting mixture was heated to 55 oc under nitrogen protection, and thenstirred at this temperature overnight. To the reaction mixture was added water (50 mL), and theresulting mixture was extracted with ethyl acetate (50 mL x 3). The combined organic layerswere washed with saturated brine (50 mL), dried over anhydrous sodium sulfate and filtered. Thefiltrate was concentrated in vacuo and the residue was purified by silica gel columnchromatography (PE) to give the title compound as a white solid (2.41 g, 26 % ).MS (ESI, pos.ion) m/z: 249.0 [M+Ht.
The synthetic route of 6693-08-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (303 pag.)WO2018/108125; (2018); A1;,
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