Introduction of a new synthetic route about 74840-34-9

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,74840-34-9, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 74840-34-9, 4-Chloro-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, 74840-34-9, blongs to pyrimidines compound. Computed Properties of C6H5ClN2O2S

A solution of 4-chloro-2-methylthio-5-pyrimidinecarboxylate (900 mg, 3.87 mmol) (Aldrich) and triethylamine (1.1 ML, 870 mg, 7.74 mmol) (Aldrich) in dioxane (50 ML) was treated with (+-)-trans-3-(tert-butyl-dimethyl-silanyloxy)-cyclopentylamine (840 mg, 3.87 mmol) (from Example 9c supra).The mixture was stirred at reflux for 1 hour, then cooled and partitioned between brine and ethyl acetate.The organic layer was collected, dried over sodium sulfate, filtered and concentrated to a residue that was purified by silica gel column chromatography using a 0-20percent ethyl acetate in hexanes gradient.The product isolated from this purification was then dissolved in anhydrous tetrahydrofuran (80 ML) and the resulting solution was cooled to 0° C. Followed addition in-portions of lithium aluminum hydride (440 mg, 11.61 mmol) (Aldrich) and the resulting mixture was allowed to warm to room temperature.After overnight stirring the reaction mixture was poured slowly into a vigorously stirred mixture of ethyl acetate and saturated aqueous potassium sodium tartrate solution.The organic layer was collected, dried over sodium sulfate, filtered and concentrated to an off white solid.This intermediate was then dissolved in dichloromethane (80 ML) and the resulting solution was treated with manganese dioxide (3.36 g, 38.70 mmol) (Aldrich).After overnight stirring the solids were filtered off, washed with tetrahydrofuran (approximately 30 ML) and the combined organic layer was concentrated to a residue that upon a silica gel column purification with 0-50percent diethyl ether in hexanes gradient gave (+-)-4-[trans-3-(tert-butyl-dimethyl-silanyloxy)-cyclopentylamino]-2-methylsulfanyl-pyrimidine-5-carbaldehyde as a viscous colorless oil. (Yield 888 mg, 62percent). HRMS m/z calcd for C17H29N3O2SSi [M+H]+: 368.1823. Found:368.1826.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,74840-34-9, its application will become more common.

Reference:
Patent; Chen, Yi; Dermatakis, Apostolos; Liu, Jin-Jun; Luk, Kin-Chun; Michoud, Christophe; Rossman, Pamela Loreen; US2004/204427; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia