Category: 14080-59-2

Related Products of 14080-59-2, Adding some certain compound to certain chemical reactions, such as: 14080-59-2, name is 4-Chlorothieno[2,3-d]pyrimidine,molecular formula is C6H3ClN2S, 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 14080-59-2.

To a tetrahydrofuran (15 ml) solution of 4-chlorothieno [2,3-d] pyrimidine (200 mg, 1.17 mmol) was added 1-methylpiperazine(0.26 ml, 2.34 mmol) and sodium hydroxide(0.94 g, 2.34 mmol) was added, followed by heating under reflux for 6 hours.After distilling off the solvent of the reaction solution under reduced pressure, ethyl acetate (20 ml) was added to the residue,And distilled water (15 ml) were added and extracted.Further, the aqueous layer was extracted twice with ethyl acetate (15 ml).The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate.The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography(Hexane: ethyl acetate = 3: 1 – 1: 1)4- (4-phenyl-1-piperazinyl) -thieno [2,3-d]Pyrimidine as a brown solid (148 mg, 54%).Toluene (20 ml) and 1 N HCl aqueous solution (0.6 ml) were added to the obtained solid, and the mixture was heated under reflux for 1 hour. After cooling the reaction solution to room temperature, suction filtration was carried out,4- (4-methyl-1-piperazinyl) -thieno [2,3-d] pyrimidine hydrochloride (127 mg, 45%)As a brown 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. 14080-59-2, 4-Chlorothieno[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHIBA UNIVERSITY; JUNTENDO; HOSHINO, TYUJI; YANAGITA, HIROSHI; YAMAMOTO, NORIO; (17 pag.)JP5765650; (2015); B2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 14080-59-2 ,Some common heterocyclic compound, 14080-59-2, molecular formula is C6H3ClN2S, 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.

Examples 308 and 309 Synthesis of 6-bromo-4-chlorothieno[2,3-d]pyrimidine and 6-bromo-2-butyl-4-chlorothieno[2,3-d]pyrimidine n-BuLi (1.6 M in hexane, 1.9 ml, 2.5 mmol) in THF (8 ml) was cooled to -78 C. 4-Chlorothieno[2,3-d]pyrimidine (0.34 g, 2.0 mmol) was dissolved in THF (2 ml) and slowly added to the reaction mixture over 5 minutes. After 20 min, CBr4 (0.73 g, 2.2 mmol) in THF (3 ml) was slowly added to the reaction mixture. The temperature was maintained at -78 C. for 20 minutes and then warmed to room temperature for 2 hours. The mixture was poured into water and extracted with chloroform, dried over sodium sulfate, and concentrated in vacuo. The crude residue was purified by silica gel chromatography (EtOAc/hexane 40:1) to yield two pure compounds a white solid (example 203: 0.13 g, 25% and example 204: 0.16 g, 26%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14080-59-2, its application will become more common.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; De Jonghe, Steven; Gao, Ling-Jie; Herdewijn, Piet; Herman, Jean; Jang, Miyeon; Leyssen, Pieter; Louat, Thierry; Neyts, Johan; Pannecouque, Christophe; Vanderhoydonck, Bart; US2013/190297; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 14080-59-2, Adding some certain compound to certain chemical reactions, such as: 14080-59-2, name is 4-Chlorothieno[2,3-d]pyrimidine,molecular formula is C6H3ClN2S, 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 14080-59-2.

A solution of 4-chlorothieno[2,3-d]pyrimidine (450 mg, 2.64 mmol) in hydrazine (5 mL, 98%) was stirred at 80 C. for 2 h. The solid was filtered and washed by 2 mL water. The solid was collected and dried to afford 4-hydrazinylthieno[2,3-d]pyrimidine, 142a (400 mg, 91.3% yield) as a white solid. LCMS (ESI) m/z M+1: 166.9.

According to the analysis of related databases, 14080-59-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Janssen Biotech, Inc.; Lu, Tianbao; Allison, Brett Douglas; Barbay, Joseph Kent; Connolly, Peter J.; Cummings, Maxwell David; Diels, Gaston; Edwards, James Patrick; Kreutter, Kevin D.; Philippar, Ulrike; Shen, Fang; Thuring, Johannes Wilhelmus John Fitzgerald; Wu, Tongfei; (412 pag.)US2018/170909; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 14080-59-2, name is 4-Chlorothieno[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H3ClN2S

General procedure: alpha,beta-unsaturated tosylhydrazones 1 (0.11 mmol, 1.1 equiv), heteroaryl chlorides 2 (0.1 mmol, 1 equiv), Cs2CO3 (0.25 mmol, 2.5 equiv) and MeCN (1 mL) were added to a tube. The mixture was stirred at 60 C until the heteroaryl chlorides was completely disappeared for 4-8h. After cooling to room temperature, the mixture was quenched with NH4Cl (2 mL, saturated aqueous solution) and extracted with CH2Cl2 (3 ¡Á 2 mL). The combined organic phases were dried over Na2SO4 and solvents removed in vacuo. The residue was purified by flash column chromatography on silica gel with ethyl acetate/petroleum ether (1:10-1:4, V/V) as the eluent, affording the desired product 3 and 4.

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Reference:
Article; Zeng, Lin; Guo, Xiao-Qiang; Yang, Zai-Jun; Gan, Ya; Chen, Lian-Mei; Kang, Tai-Ran; Tetrahedron Letters; vol. 60; 33; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia