Category: 33034-67-2

Reference of 33034-67-2, 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. 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine. A new synthetic method of this compound is introduced below.

Step 1 : A solution of 3-bromo-5-methylaniline (162.5 g, 873.66 mmol) in 1,4- dioxane (2 L) was prepared, and 2-chloro-4-(trifluoromethyl)pyrimidine (182 g, 994.54 mmol) and methanesulfonic acid (97.5 g, 1.02 mol) were added sequentially. The resulting solution was heated to reflux overnight. The resulting mixture was cooled and concentrated in vacuo. The residue was diluted with 2 L of water, then adjusted to pH 7-8 with aqueous sodium bicarbonate solution, followed by extraction with EtOAc (2 x 2 L). The organic layers were combined, washed with water (2x 2 L), dried over anhydrous sodium sulfate and concentrated in vacuo. This resulted in N-(3-bromo-5-methylphenyl)-4-(trifluoromethyl)pyrimidin-2-amine as a light yellow solid. MS(ESI): [M + 3]+ 334.0. NMR (400 MHz, CDC13): delta 8.68 (d, J = 4.9 Hz, 1 H); 7.79 (s, l H); 7.30 (s, 2 H); 7.10-7.06 (m, 2 H); 2.36 (s, 3 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33034-67-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; HAIDLE, Andrew, M.; BURCH, Jason; GUAY, Daniel; GAUTHIER, Jacques Yves; ROBICHAUD, Joel; FOURNIER, Jean Francois; ELLIS, John Michael; CHRISTOPHER, Matthew; KATTAR, Solomon, D.; SMITH, Graham; NORTHRUP, Alan, B.; WO2014/31438; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Chloro-4-(trifluoromethyl)pyrimidine

2-Chloro-4-(trifluoromethyl)pyrimidine (20 mmol), 2,4-difluorophenylboronic acid (30 mmol), Na2CO3 (36 mmol) andPd(PPh3)4 (0.20 mmol) were dissolved in toluene: ethanol: water(30 mL, 2: 1: 2, v/v). The mixture was refluxed for 24 h andextracted twice with CH2Cl2 at room temperature. The mixedorganic solutionwas washed with brine and the solid obtained waspurified with column chromatography on SiO2 using ethyl acetateand petroleumether (v : v 10 : 1) as eluant to afford white solid 2-(2,4-difluorophenyl)-4-(trifluoromethyl)pyrimidine (dfptfmpm,yield: 75percent). 1H NMR (400 MHz, CDCl3) delta 9.01 (d, J 5.0 Hz, 1H), 8.14(td, J=8.7, 6.6 Hz, 1H), 7.48 (d, J=5.0 Hz, 1H), 6.98-6.83 (m, 2H). 19FNMR (376 MHz, CDCl3) delta 70.12 (s, 3F), 105.06 (d, J=11.0 Hz,1F), 108.14 (d, J=11.0 Hz, 1F). MS (ESI) m/z calcd for C11H5F5N2H[M+H]: 261.05, found: 260.95.

With the rapid development of chemical substances, we look forward to future research findings about 33034-67-2.

Reference:
Article; Zhou, Yong-Hui; Xu, Jing; Wu, Zheng-Guang; Zheng, You-Xuan; Journal of Organometallic Chemistry; vol. 848; (2017); p. 226 – 231;,
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Pyrimidine – Wikipedia

Electric Literature of 33034-67-2, Adding some certain compound to certain chemical reactions, such as: 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine,molecular formula is C5H2ClF3N2, 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 33034-67-2.

Step 1: To a solution of (R)-3-isopropylpiperazin-2-one hydrochloride (2.61 g, 14.62 mmol) and iPr2NEt (7.60 mL, 43.86 mmol) in DMF (20 mL) was added a solution of 2-chloro-4- (trifluoromethyl)pyrimidine (3.47 g, 19.00 mmol) in DMF (2 mL). The resulting solution was stirred at 100 ¡ãC under N2 for 3 h at which point the reaction was deemed complete by LC- MS. Sat. aq. NH4C1 (30 mL) was added to quench the reaction, followed by addition of EtOAc (30 mL). The EtOAc layer was separated and the aqueous layer was extracted with EtOAc (3 x 20 mL). The EtOAc layers were combined, dried using Na2S04 and evaporated to give nearly pure crude product. Purification on a silica cartridge using ISCO FCC eluting with 100percent EtOAc gave 4.03 grams of (R)-3-isopropyl-4-(4-(trifluoromethyl)pyrimidin-2- yl)piperazin-2-one (96percent) as a slightly orange thick oil.LC-MS m/z 289.17 [M + H]+ 1H NMR (CDCI3, 400MHz): delta 8.52 (d, / = 4.8 Hz, 1H), 6.82 (d, / = 4.4 Hz, 1H), 6.56 (br, 1H), 5.20 (d, / = 6.8 Hz, 1H), 4.83-4.77 (m, 1H), 3.55-3.37 (m, 3H), 2.49-2.41 (m, 1H), 1.15 (d, J = 6.8 Hz, 3H), 1.04 (d, / = 6.8 Hz, 3H).

According to the analysis of related databases, 33034-67-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; DONG, Chengguo; FAN, Yi; LEFTHERIS, Katerina; LOTESTA, Stephen; SINGH, Suresh, B.; TICE, Colin; ZHAO, Wei; ZHENG, Yajun; ZHUANG, Linghang; WO2013/138565; (2013); 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. 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Chloro-4-(trifluoromethyl)pyrimidine

Step C. 7-(4-Trifluoromethyl-pyrimidin-2-yl)-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-4-ol. A solution of 6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-4-ol (60 mg, 0.30 mmol), 2-chloro-4-tritrifluoropyrimidine (36 muL, 0.30 mmol), and Et3N (0.11 mL, 0.81 mmol) in DMF (1.2 mL) was heated at 120¡ã C. for 2 h. The mixture was cooled to rt, diluted with water, and extracted with EtOAc. The combined organic layers were dried (Na2SO4) and concentrated to give the title compound (69 mg, 68percent), which was used without further purification.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine.

Reference:
Patent; Allison, Brett D.; Branstetter, Bryan James; Breitenbucher, James Guy; Hack, Michael D.; Hawryluk, Natalie A.; Lebsack, Alec D.; McClure, Kelly J.; Merit, Jeffrey E.; US2007/225275; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 33034-67-2, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, molecular weight is 182.531, as common compound, the synthetic route is as follows.

Step 4: The product of Step 3 (460 mg, 1.720 mmol), 2-chloro-4-(trifluoromethyl)pyrimidine (314 mg, 1.638 mmol), Xantphos (284 mg, 0.492 mmol), palladium (II) acetate (73.6 mg, 0.328 mmol), cesium carbonate (1.068 g, 3.28 mmol) and dioxane (12.3 mL) were heated at 90 ¡ãC for 90 minutes. The reaction mixture was diluted with ethyl acetate, washed with water and dried over Na2S04. Filtration and solvent evaporation gave a residue which was further purified by column chromatography on silica gel, eluting with 40percent ethyl acetate in hexane to afford l-[5-(3- cMoro-5-{[4-(trifluoromemyl)pyrimidin-2-yl^ as a brown solid (390 mg, 55.8percent). NM (500 MHz, CDCI3): 5 8.71 (d, J – 4.7 Hz, 1 H); 7.92(s, 1 H); 7.85 (s, 1 H); 7.78 (s, 1 H); 7.69 (s, 1 H); 7.25 (s, 1 H); 7.13 (d, J= 4.8 Hz, 1 H); 3.81 (s, 1 H); 2.73 (s, 2 H); 2.58-2.47 (m, 2 H); 2.13-1.97 (m, 2 H) MS APCI: [M+H]+ m/z 427.1. rhSYK activity = ++

The chemical industry reduces the impact on the environment during synthesis 33034-67-2, I believe this compound will play a more active role in future production and life.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 33034-67-2, 2-Chloro-4-(trifluoromethyl)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, HPLC of Formula: C5H2ClF3N2, blongs to pyrimidines compound. HPLC of Formula: C5H2ClF3N2

Step 7 To a solution of 1-isopropyl-7-(methylthio)-1,2,3,4-tetrahydropyrazino[1,2-a]indole (50 mg, 0.19 mmol) in iPrOH (2 mL) was added 2-chloro-4-(trifluoromethyl)pyrimidine (105 mg, 0.58 mmol) and DIEA (185 mg, 0.96 mmol). The mixture was stirred at 100¡ã C. for 4 h. The mixture was concentrated under vacuum and the residue was purified by preparative TLC to afford 1-isopropyl-7-(methylthio)-2-(4-(trifluoromethyl)pyrimidin-2-yl)-1,2,3,4-tetrahydropyrazino[1,2-a]indole (45 mg, 57.7percent yield) as a yellow oil. LC-MS MS (ESI) m/z 407.1 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Vitae Pharmaceuticals, Inc.; Gregg, Richard E.; US2015/250787; (2015); 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. 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Chloro-4-(trifluoromethyl)pyrimidine

General procedure: To a solution of D47 (4.86 mmol) in DMF (8 mL), K2CO3 (8.68 mmol) and Ar1-X (where X is2-chloro or fluoro; 5.8 mmol) were added. The reaction mixture was heated at 80-130 ¡ãC until complete conversion of the starting material. The resulting mixture was poured into aqueous solution of NH4Cl and extracted with AcOEt. The organic layer was dried andconcentrated to obtain a crude mixture which was purified by silica gel chromatography (cyclohexane/ethyl acetate from 10/0 to 8/2) to give the title compound as single diasteroisomer.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine.

Reference:
Patent; ROTTAPHARM SPA; STASI, Luigi Piero; ROVATI, Lucio; WO2013/139730; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 33034-67-2, Adding some certain compound to certain chemical reactions, such as: 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine,molecular formula is C5H2ClF3N2, 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 33034-67-2.

Stir a mixture of (S)-(2,4-dichlorobenzyl)-pyrrolidin-3-ylamine (266 mg5 1 mmol), 2-chloro-4-(trifluoromethyl)-pyrimidine (365 mg, 2 mmol) and polymer supported potassium carbonate (626 mg, 2 mmol) at 8O0C overnight. Filter away the EPO polymer and pour the filtered reaction mixture onto a SCX-2 column. Elute with methanol and then elute with 2 M ammonia in methanol. Concentrate to give a residue and chromatograph on silica gel to give the title compound (258 mg, 66percent). Prepare the hydrochloride salt essentially as described in EXAMPLE 1 to give the hydrochloride salt of the title compound. 1H NMR (400 MHz, MeOH-O4) delta 8.39 (2H, m), 7.71 (IH, d, J = 8.56 Hz), 7.68 (IH, d, J = 1.71 Hz)5 7.51 (IH, dd, J = 8.31, 1.96 Hz), 4.46-4.55 (2H, m), 4.19-4.26 (IH, m), 4.09-4.14 (IH, m), 3.89-3.98 (2H, m), 3.73 (IH, m), 2.63-2.70 (IH, m), 2.39-2.48 (IH, m), MS (ES): m/z = 391[M+].

According to the analysis of related databases, 33034-67-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; WO2006/44454; (2006); 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. 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-Chloro-4-(trifluoromethyl)pyrimidine

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.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine.

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

Application of 33034-67-2, 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. 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine. A new synthetic method of this compound is introduced below.

Preparative Example 3 N-(3-Bromophenyl)-4-(trifluoromethyl)pyrimidin-2-amine A solution of 3-bromoaniline (250 g, 1.46 mol) in dioxane (2.5 L) was prepared, and 2-chloro-4-(trifluoromethyl)pyrimidine (267 g, 1.47 mol) and methanesulfonic acid (155 g, 1.61 mol) were added sequentially. The resulting solution was heated to 100 ¡ãC overnight. The resulting mixture was cooled and concentrated under reduced pressure. The residue was adjusted to pH 7-8 with aqueous sodium bicarbonate solution. The solid was filtered, and the filtrate was extracted with EtOAc (4×500 mL) The organic layers were combined, washed with water (2 x 2 L), dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford N-(3-bromophenyl)-4-(trifluoromethyl)pyrimidin-2-amine as a light yellow solid. MS APCI [M + 3]+ m/z 319. NMR (500 MHz, CDCI3) delta 8.68 (d, / = 4.9 Hz, 1 H), 7.95 (s, 1 H), .53-7.50 (m, 1 H), 7.44 (br s, 1 H), 7.22 (m, 2 H), 7.08 (d, / = 4.9 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33034-67-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; MACHACEK, Michelle R.; ROMEO, Eric T.; KATTAR, Solomon D.; CHRISTOPHER, Matthew; ALTMAN, Michael D.; NORTHRUP, Alan B.; ELLIS, John Michael; BOYLE, Brendan O’; DONOFRIO, Anthony; GRIMM, Jonathan; REUTERSHAN, Michael H.; CHILDERS, Kaleen Konrad; OTTE, Ryan D.; CASH, Brandon; DUCHARME, Yves; HAIDLE, Andrew M.; SPENCER, Kerrie; VITHARANA, Dilrukshi; WU, Lingyun; ZHANG, Li; ZHANG, Peng; BEAULIEU, Christian; GUAY, Daniel; WO2014/48065; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia