Category: 34171-40-9

Reference of 34171-40-9, Adding some certain compound to certain chemical reactions, such as: 34171-40-9, name is 2,4-Dichloro-5-ethylpyrimidine,molecular formula is C6H6Cl2N2, 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 34171-40-9.

To a mixture of 2-[[7-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indazol-1-yl]methoxy]ethyltrimethylsilane (2 g, 3.57 mmol) and 2,4-dichloro-5-ethylpyrimidine (947.53 mg, 5.36 mmol) in DME (25 mL) and H2O (5 mL) was added Pd(dppf)Cl2 (261.09 mg, 357.00 umol) and K2CO3 (986.33 mg, 7.14 mmol) in one portion at 20 C under N2. The mixture was stirred at 80 C for 2 h. The mixture was poured into water (100 mL) and extracted with EA (50 mL*2). The combined organic phase was washed with brine (100 mL*2), dried with anhydrous Na2SO4, filtered and concentrated in vacuum. The residue was purified by silica gel chromatography (PE/EA=100/1,40/1) to give 2-[[3-(2-chloro-5-ethylpyrimidin-4-yl)-7-fluoroindazol-1-yl]methoxy]ethyltrimethylsilane (600 mg, crude) as colorless oil. LCMS: M+H+: 407.1 1.087 min (5-95% ACN in H2O, 1.5 min).

According to the analysis of related databases, 34171-40-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MARINEAU, Jason, J.; ZAHLER, Robert; CIBLAT, Stephane; WINTER, Dana, K.; KABRO, Anzhelika; ROY, Stephanie; SCHMIDT, Darby; CHUAQUI, Claudio; MALOJCIC, Goran; PIRAS, Henri; WHITMORE, Kenneth, Matthew; LUND, Kate-Iyn; SINKO, Bill; SPROTT, Kevin; (418 pag.)WO2018/13867; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 34171-40-9, 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. 34171-40-9, name is 2,4-Dichloro-5-ethylpyrimidine. A new synthetic method of this compound is introduced below.

Preparation of 2-chloro-5-ethyl-4-(4-methoxybenzyloxy)pyrimidineIn a round bottom flask, (4-methoxyphenyl)methanol (859 mg) and lithium f-butoxide (453 mg) are stirred in THF (5.65 ml_) at 70 C for 15 minutes and then cooled to room temperature. In a separate flask, 2,4- dichloro-5-ethylpyrimidine (1.00 g) is dissolved in DMF (10 ml_) and this solution is than transferred dropwise (over 30 minutes) to the previous mixture at 0 C and then let warmed to room temperature. After 3 hours, the reaction proved to be completed by GC-MS with an isomers ratio of ~ 18 / 1. Reaction mixture diluted with ethyl acetate and washed twice with water, once with brine, dried over sodium sulfate, filtered and concentrated to afford the crude. The residue was purified by flash column chromatography (S1O2, 5%-30% ethyl acetate / heptane) to provide 2-chloro-5-ethyl-4-(4- methoxybenzyloxy)pyrimidine (787 mg, 50%) as a colorless oil (Isomers ratio after purification ~ 32 / 1 ). MS (M+1 ): 279.0. 1H NMR (400 MHz, CDCI3) delta ppm 1.16 (m, J=7.43, 7.43 Hz, 3 H), 2.52 (q, J=7.62 Hz, 2 H), 3.81 (s, 3 H), 5.37 (s, 2 H), 6.85 – 6.95 (m, 2 H), 7.34 – 7.43 (m, 2 H), 8.10 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,34171-40-9, 2,4-Dichloro-5-ethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; ASPNES, Gary Erik; DIDIUK, Mary Theresa; GUZMAN-PEREZ, Angel; MAGUIRE, Robert John; WO2011/158149; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia