New downstream synthetic route of Methyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 50593-91-4, Methyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Application of 50593-91-4, Adding some certain compound to certain chemical reactions, such as: 50593-91-4, name is Methyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate,molecular formula is C7H7BrN2O2S, 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 50593-91-4.

[Example 325] (1493) (1494) The mixture of 0.7 g of methyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate, 0.352 g of 5-aminoindole, 73.1 mg of tris(dibenzylideneacetone)dipalladium(0), 17.9 mg of palladium acetate, 0.185 g of 4,5′-bis(diphenylphosphino)-9,9′-dimethylxanthene, 1.73 g of cesium carbonate, and 7.0 mL of toluene, was stirred at an external temperature of 80C for two hours under a nitrogen atmosphere. The reaction mixture was cooled to room temperature, and water and ethyl acetate were then added thereto. The organic layer was separated and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate) to give 0.34 g of methyl 5-((1H-indol-S-yl)amino)-2-(methylthio)pyrimidine-4-carboxylate as a yellow solid.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 50593-91-4, Methyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Toyama Chemical Co., Ltd.; FUJIFILM Corporation; TANAKA, Tadashi; KONISHI, Yoshitake; KUBO, Daisuke; FUJINO, Masataka; DOI, Issei; NAKAGAWA, Daisuke; MURAKAMI, Tatsuya; YAMAKAWA, Takayuki; EP2915804; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New downstream synthetic route of Methyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate

At the same time, in my other blogs, there are other synthetic methods of this type of compound,50593-91-4, Methyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate, and friends who are interested can also refer to it.

Reference of 50593-91-4, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 50593-91-4, name is Methyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate. A new synthetic method of this compound is introduced below.

Preparation 31 : (¡ê)-methyl 5-(2-ethoxyvinyl)-2-(methylthio)pyrimidine-4-carboxylate A solution of (¡ê)-2-(2-ethoxyvinyl)-4,4,5,5-tetramethyl-1 ,3,2-dioxaborolane (Preparation 29, 4.34 g, 21 .91 mmol), methyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate (Preparation 30, 3.81 g, 14.48 mmol) and Pd(dppf)CI2 DCM (505 mg, 0.618 mmol) was dissolved in THF (45 mL) and 2M sodium carbonate in water (15 mL) and heated to 65 C for 18 hours. The mixture was diluted with EtOAc and quenched with brine. The aqueous layer was extracted with EtOAc three times. The combined organic layers were washed with water and brine, dried and concentrated. The residue was purified by silica gel column chromatography eluting with 0 to 10% EtOAc in cyclohexane to give the title compound (2.30 g, 63%). 1 H NMR (500 MHz, CDCI3) : delta 8.67 (s, 1 H), 6.96 (d, J = 13.1 Hz, 1 H), 6.26 (d, J = 13.1 Hz, 1 H), 4.13 – 3.81 (m, 5H), 2.60 (s, 3H), 1 .37 (t, J = 7.0 Hz, 3H). LCMS (ESI) Rt = 2.49 minutes MS m/z 255 [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,50593-91-4, Methyl 5-bromo-2-(methylthio)pyrimidine-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; HOELDER, Swen; BLAGG, Julian; SOLANKI, Savade; WOODWARD, Hannah; NAUD, Sebastian; BAVETSIAS, Vassilios; SHELDRAKE, Peter; INNOCENTI, Paolo; CHEUNG, Jack; ATRASH, Butrus; WO2014/37750; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia