Category: 2604-39-9

Reference of 2604-39-9, 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. 2604-39-9, name is 2-Chloro-5-nitropyridin-4-amine. A new synthetic method of this compound is introduced below.

A suspension of 1.04 g of 2-chloro-5-nitropyridin-4-amine (example E6) in 100 ml ethanol is treated with 50 mg Pd/C (10% Pd) and hydrogenated for 12 h under atmospheric pressure. The reaction mixture is filtered through a plug of celite and the filtrate is concentrated under vacuum. The resulting oil is treated with 4 ml diethoxymethyl acetate and stirred for 2 h at room temperature and for one hour at 90 C. The reaction mixture is allowed to cool down to room temperature, 20 ml dichloromethane is added and the organic layer is extracted with water (4 x 20 ml). The combined aqueous layers are concentrated to a volume of 10 ml and purified by preparative HPLC to yield the title compound. 1H NMR (200 MHz, D6-DMSO): delta = 7.69 (d, J = 0.8 Hz, 1 H), 8.46 (s, 1 H), 8.75 (d, J = 0.8 Hz, 1 H), 13.0 (bs, 1 H). MS (MH+ found) = 154.1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2604-39-9, its application will become more common.

Reference:
Patent; 4SC AG; EP2017277; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 2604-39-9, 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. 2604-39-9, name is 2-Chloro-5-nitropyridin-4-amine. A new synthetic method of this compound is introduced below.

To a solution of 2-chloro-5-nitropyridin-4-amine (5.0 g, 28.8 mmol, 1.0 eq.) in DMF (20 mL) was added NBS (6.16 g, 34.6 mmol, l.2 eq.) in several portions. After stirring at room temperature for 4 hrs, most of the solvent was removed under reduced pressure, the residue was suspended in cool water (30 mL), and the solid was filtered and dried under reduced pressure to give 3- bromo-2-chloro-5-nitropyridin-4-amine (6.2 g, 85% yield) as an off-white solid. LC-MS (ESI): m/z 252, 254 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2604-39-9, 2-Chloro-5-nitropyridin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; KONTEATIS, Zenon D.; LI, Mingzong; LIU, Peng; MEDEIROS, Matthew; REZNIK, Samuel K.; SUI, Zhihua; TRAVINS, Jeremy M.; POPOVICI-MULLER, Janeta; ZHOU, Shubao; MA, Guangning; (298 pag.)WO2019/191470; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 2604-39-9 , The common heterocyclic compound, 2604-39-9, name is 2-Chloro-5-nitropyridin-4-amine, molecular formula is C5H4ClN3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

NBS (564 mg, 3.17 mmol) was added to a solution of 1 (500 mg, 2.88 mmol) in 8 mL of AcOH. The resulting mixture was stirred at 60 C for 4 h. After cooled to room temperature, the mixture was diluted with water. The precipitate was collected by filtration to afford 580 mg of 2 as a yellow solid, which was used in the next step without further purification. [M+Hj : 251.91, 253.96.

The synthetic route of 2604-39-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Shaomeng; ZHANG, Dengyou; ZHENG, Canhui; CHEN, Zhuo; LIU, Liu; HUANG, Liyue; YANG, Chao-Yie; (110 pag.)WO2018/213211; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem