The origin of a common compound about 4-Chloro-5-methylthieno[2,3-d]pyrimidine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,43088-67-1, 4-Chloro-5-methylthieno[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Application of 43088-67-1, 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. 43088-67-1, name is 4-Chloro-5-methylthieno[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

4-Chloro-5-methyl-thieno[2,3-d]pyrimidine (35 mg), 5,6-dimethyl-[2,2′]bipyridinyl-3-ol (38 mg), and 4-dimethylaminopyridine(69 mg) were dissolved in dimethylsulfoxide (1 ml). Cesium carbonate (185 mg) was added to the solution, and the mixture was stirred at 130C overnight. The reaction mixture was cooled to room temperature, and water was added thereto. The organic layer was extracted with chloroform, and the chloroform layer was then washed with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography with a methanol-chloroform system to give the title compound (46 mg, yield 70%). 1H-NMR (CDCl3, 400 MHz): delta 2.41 (s, 3H), 2.56 (d, J = 1.2 Hz, 3H), 2.63 (s, 3H), 7.02 (d, J = 0.7 Hz, 1H), 7.11 (dd, J = 6.1, 6.3 Hz, 1H), 7.46 (s, 1H), 7.66 (dd, J = 7.6, 7.8 Hz, 1H), 7.89 (d, J = 8.1 Hz, 1H), 8.34 (d, J = 4.1 Hz, 1H), 8.44 (s, 1H) Mass spectrometric value (ESI-MS, m/z): 371 (M+Na)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,43088-67-1, 4-Chloro-5-methylthieno[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1724268; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extracurricular laboratory: Synthetic route of 4-Chloro-5-methylthieno[2,3-d]pyrimidine

The synthetic route of 43088-67-1 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 43088-67-1, name is 4-Chloro-5-methylthieno[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 43088-67-1

Production Example 190. 4-(2-indanylamino)-5-methylthieno[2,3-d]pyrimidine 4-chloro-5-methylthieno[2,3-d]pyrimidine (92 mg, 0.50 mmol) (see J. Pharm. Soc. JAPAN, 109, 464 (1989)) and 2-aminoindan (330 mg, 2.5 mmol) in dry ethanol (1 ml) were heated to reflux under an argon atmosphere for 40 minutes. The solvent was distilled off under reduced pressure and the residue obtained was purified by silica gel chromatography (hexane: ethyl acetate = 5: 1) toobtain the title compound (140 mg, 0.50 mmol) having the following physical properties: 1H NMR (400 MHz, CDCl3): delta 2.47 (3H, s), 2.94 (2H, m), 3.50 (2H, m), 5.11 (1H, m), 5.65 (1H, br.), 6.80 (1H, s), 7.19-7.27 (4H, m), 8.47 (1H, s). MS (FAB): m/z 282 (M+H)+.

The synthetic route of 43088-67-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNTORY LIMITED; EP1132093; (2001); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A new synthetic route of 43088-67-1

The synthetic route of 43088-67-1 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 43088-67-1, 4-Chloro-5-methylthieno[2,3-d]pyrimidine, 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, Formula: C7H5ClN2S, blongs to pyrimidines compound. Formula: C7H5ClN2S

4-Chloro-5-methyl-thieno[2,3-d]pyrimidine (32 mg), 2-phenyl-[1,8]naphthyridin-3-ol (39 mg), and 4-dimethylaminopyridine (64 mg) were suspended in 1,2-dichlorobenzene (1 ml), and the suspension was stirred at 130C for 2.5 hr. The reaction mixture was cooled to room temperature, and an aqueous sodium hydrogencarbonate solution was added to the reaction mixture. The organic layer was extracted with chloroform, and the chloroform layer was then washed with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography with a methanol-chloroform system to give the title compound (62 mg, yield 99%). 1H-NMR (CDCl3, 400 MHz): delta 2.61 (d, J = 1.2 Hz, 3H), 7.09 (d, J = 1.5 Hz, 1H), 7.31 – 7.35 (m, 3H), 7.54 (dd, J = 4.1, 8.1 Hz, 1H), 7.92 (m, 2H), 8.15 (s, 1H), 8.25 (dd, J = 1.7, 8.1 Hz, 1H), 8.42 (s, 1H), 9.17 (dd, J = 2.0, 4.1 Hz, 1H) Mass spectrometric value (ESI-MS, m/z): 371 (M+1)+

The synthetic route of 43088-67-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1724268; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia