Electric Literature of 111196-81-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.111196-81-7, name is 2-Chloro-5-ethylpyrimidine, molecular formula is C6H7ClN2, molecular weight is 142.59, as common compound, the synthetic route is as follows.
Step B: Preparation of 5-Ethyl-2-(4-(((lr,4r)-4-(2-fluoro-4- (methylsulfonyl)phenyl)cyclohexyloxy)methyl)piperidin-l-yl)pyrimidine (Compound 8).; A mixture of 4-(((lr,4r)-4-(2-fluoro-4- (methylsulfonyl)phenyl)cyclohexyloxy)methyl)piperidine hydrochloride (50.4 mg, 0.124 mmol), prepared in Step A above, 2-chloro-5-ethylpyrimidine (36 mu, 0.296 mmol), and triethylamine (52 mu, 0.373 mmol) in iPrOH (3 mL) was heated under microwave irradiation at 120 C for 2 h. The mixture was extracted with water and AcOEt. The organic phase was dried over MgS04, filtered, and concentrated. The residue was purified by silica gel flash column chromatography (hexane/ AcOEt gradient). Fractions containing the title compound (with 2- chloro-5-ethylpyrimidine as by product) were partly concentrated. The residue was treated with MTBE. Solid was filtered off, washed with additional MTBE, and dried under high vacuum to give the title compound (35.6 mg, 0.075 mmol, 60.3 % yield) as a white solid. Exact mass calculated for C25H34FN3O3S: 475.23, found: LCMS m/z = 476.2 [M+H]+; lU NMR (400 MHz, CDCI3) delta ppm 1.16-1.23 (m, 5H), 1.39-1.55 (m, 4H), 1.83-1.86 (m, 3H), 1.92-1.95 (m, 2H), 2.17-2.20 (m, 2H), 2.44 (q, = 7.6 Hz, 2H), 2.84-2.91 (m, 3H), 3.27 (s, 3H), 3.25-3.29 (m, 1H), 3.36 (d, = 6.1 Hz, 2H), 4.70-4.73 (m, 2H), 7.39-7.43 (m, 1H), 7.57-7.60 (m, 1H), 7.66-7.68 (m, 1H), 8.16 (s, 2H).
Statistics shows that 111196-81-7 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-ethylpyrimidine.
Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; HAN, Sangdon; LEHMANN, Juerg; THORESEN, Lars; WO2012/135570; (2012); A1;,
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