Analyzing the synthesis route of 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylic acid (Compound of Reference Example 1; 3.59g) and N, N-dimethylformamide (0.2mL) were added to thionyl chloride (11ml_). While heated, the mixture was refluxed for 2 hours. The reaction mixture was then distilled under reduced pressure to obtain a yellow residue. Meanwhile, 1-(t-butoxycarbonylamino)-3-[3,5-(trifluoromethyl)benzylamino]propane (Compound of Refer-ence Example 2; 6.61 g) was dissolved in tetrahydrofuran (40mL) along with triethylamine (10ml_). While this solution was chilled on an ice bath, a tetrahydrofuran solution of the yellow residue (10ml) obtained above was added. The mixture was stirred for 1 hour and then additional 3 hours at room temperature. The reaction mixture was then diluted with ethyl acetate, was sequentially washed with water and a saturated aqueous solution of sodium chloride, and was then dried over anhydrous sodium sulfate. Following removal of the solvent, the residue was purified on a silica gelcolumn chromatography (ethyl acetate: hexane = 1: 3) to obtain N-[3,5-bis(trifluoromethyl)benzyl]-N-[3-(t-butoxycarb-onylamino)propyl]-4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylic acid amide (8.49g, 91%). MS(FAB+)m/z: 621 (M+H+) HRMS(FAB+): Calcd for C23H25CI2F6N4O3S: 621.0929; found: 621.0938

At the same time, in my other blogs, there are other synthetic methods of this type of compound,313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Kyorin Pharmaceutical Co., Ltd.; EP1496059; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia