Synthetic Route of 149849-94-5, Adding some certain compound to certain chemical reactions, such as: 149849-94-5, name is Methyl 2-chloropyrimidine-4-carboxylate,molecular formula is C6H5ClN2O2, 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 149849-94-5.
A 100 mL three neck flask was charged with NaH (55%, 130 mg) and tetrahydrofuran (2 mL). At 5 C tetraethyleneglycol monomethylether (530 mg) dissolved in tetrahydrofuran (2 mL) was added dropwise and the mixture was stirred for 1 hour at 5 C. A solution of methyl 2-chloropyrimidine-4- carboxylate (390 mg) in tetrahydrofuran (4 mL) was added at 5 C and stirring was continued at ambient temperature for 2 hours. Tetrahydrofuran and water were added (10:1 , 10 mL), and the mixture extracted three times with dichloromethane. The combined organic layers washed with brine, dried over magnesium sulfate, filtered and concentrated in vacuo. Purification by chromatography using an ISCO CombiFlash Companion MPLC (12 g RediSep Gold column, eluting with 0-50%dichloromethane/methanol) followed by treatment with -pentane, filtration, concentration and purification by ISCO CombiFlash Companion MPLC (15 g Chromabond RP-C18 column, eluting with 0-100% water/methanol) gave the title compound. MS (APCI) m/z 344.2 (M+H)+.
According to the analysis of related databases, 149849-94-5, the application of this compound in the production field has become more and more popular.
Reference:
Patent; ABBVIE INC.; ABBVIE DEUTSCHLAND GMBH & CO. KG; BRAJE, Wilfried; DOHERTY, George; JANTOS, Katja; JI, Cheng; JUDD, Andrew; KUNZER, Aaron; MASTRACCHIO, Anthony; SONG, Xiaohong; SOUERS, Andrew; SULLIVAN, Gerard; TAO, Zhi-Fu; LAI, Chunqui; KLING, Andreas; POHLKI, Frauke; TESKE, Jessc; WENDT, Michael; BRADY, Patrick; WANG, Xilu; PENNING, Thomas; MICHAELIDES, Michael; (448 pag.)WO2019/35927; (2019); A1;,
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