Introduction of a new synthetic route about 1722-12-9

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1722-12-9, 2-Chloropyrimidine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1722-12-9, 2-Chloropyrimidine, 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, COA of Formula: C4H3ClN2, blongs to pyrimidines compound. COA of Formula: C4H3ClN2

To a solution of methyl 5-methyl-2-(tetramethyl-1 ,3,2-dioxaborolan-2-yl)benzoate (p59, 1 .51 g, 5.5 mmol) in 2-MeTHF (20 mL), 2-chloropyrimidine (0.756 g, 6.6 mmol) and Sodium carbonate (1 .75 g, 16.5 mmol) were added. To this stirring suspension water (4 mL) was added. The thick slurry was degassed with nitrogen for 40 minutes, then PdCl2(dppf)-CH2Cl2 adduct (0.163 g, 0.2 mmol) was added. The internal temperature was set to 74C and the mixture stirred for 16 hrs. The reaction was gone to completion therefore it was cooled to room temperature and treated with water (6 mL) and diethyl ether (12 mL) while maintaining stirring for 10 minutes. This solution was filtered washing with further diethyl ether (12 mL) and water (8 mL) then 12 mL of diethyl ether more. The layers was separated, organic one was dried and concentrated and the crude purified by FC on silica gel (eluent: Cy/EtoAc 7/3) affording methyl 5-methyl-2-(pyrimidin-2- yl)benzoate (p60, 231 mg, y= 18%). MS (/T7/z): 228.0 [MH]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1722-12-9, 2-Chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; CHRONOS THERAPEUTICS LIMITED; MICHELI, Fabrizio; BERTANI, Barbara; GIBSON, Karl Richard; DI FABIO, Romano; RAVEGLIA, Luca; ZANALETTI, Riccardo; CREMONESI, Susanna; POZZAN, Alfonso; SEMERARO, Teresa; TARSI, Luca; LUKER, Timothy Jon; (275 pag.)WO2019/43407; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia