Category: 69034-12-4

Reference of 69034-12-4, Adding some certain compound to certain chemical reactions, such as: 69034-12-4, name is 2-Chloro-5-(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 69034-12-4.

11059] To (±)-tert-butyl 2-hydroxy-7-azabicyclo[2.2. 1] heptane-7-carboxylate (exo) (52 mg, 0.25 mol) in DMF (5 mE) was added 60 wt % NaH (20 g, 0.5 mmol) in one portion. The reaction was heated at 80 C. for 5 mm, then 2-chloro- 5-(trifluoromethyl)pyrimidine (89.7 g, 0.49 mmol) was added. After heating at 80 C. for 2 hours, water was added and the mixture extracted with DCM (3x). The combined organics were dried (Na2SO4) and concentrated. Purification via silica gel chromatography (0-50% EtOAc in hexanes) gave the title compound (20 g, 23%). MS (ESI) mass calcd. for: C,6H2QF3N303, 359.4; mlz found 260.1 [M-Boc].

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. 69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Janssen Pharmaceutica NV; COATE, Heather R.; DVORAK, Curt A.; FITZGERALD, Anne E.; LEBOLD, Terry P.; PREVILLE, Cathy; SHIREMAN, Brock T.; (473 pag.)US2016/46640; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 69034-12-4, 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. 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine. A new synthetic method of this compound is introduced below.

Step 2: To a mixture of B-1.4 (3.5 g, 18 mmol) in dry dioxane (60 mL) under nitrogen is added portion wise potassium ie f-butoxide (4.5 g, 40 mmol) and the mixture is stirred for 15 min before B-1.5 (3.6 g, 20 mmol) is added. The mixture is heated to 60C for 3h, stirred overnight at RT and concentrated. Water is added and the aq. phase extracted with EA. The organic phase is dried and concentrated. The crude product is purified by silica column (using a solvent gradient from 100% cyclohexane to 85% cyclohexane and 15% EA) to provide 1.30 g of B-1.6. ESI-MS: 340 [M+H]+; HPLC (Rt): 1 .47 min (method M)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; FERRARA, Marco; HEINE, Niklas; LESSEL, Uta; NICHOLSON, Janet Rachel; PEKCEC, Anton; (70 pag.)WO2017/178338; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 69034-12-4 ,Some common heterocyclic compound, 69034-12-4, molecular formula is C5H2ClF3N2, 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.

1,1-dimethylethyl(1R,4S,6R)-4-(aminomethyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate D29 (45 mg) was dissolved in DMSO (1 ml) then DIPEA (0.038 ml, 0.219 mmol) and 2-chloro-5-(trifluoromethyl)pyrimidine (36.3 mg, 0.199 mmol) were added and the mixture was stirred at 100 C. for 4 hours. NaHCO3 saturated solution (10 ml) was added and the aqueous layer was extracted with DCM. The combined organic layers were dried over Na2SO4 anhydrous, filtered through a phase separator tube and concentrated under vacuum to give a crude product which was purified by silica gel chromatography (Biotage SP-column size 25 g, using Cy_EtOAc=9:1 to 5:5 as eluent). It was recovered the title compound D32 (45 mg). UPLC: (Acid Final_QC): rt=0.87, peak observed: 373 (M+1). C17H23F3N4O2 requires 372. 1H NMR (400 MHz, CDCl3) delta ppm 8.68-8.28 (m, 2H) 6.23-5.53 (m, 1H) 4.44-3.32 (m, 5H) 1.97-1.73 (m, 2H) 1.52-1.34 (m, 9H) 1.06-0.94 (m, 2H) 0.80-0.64 (m, 1H) 0.27-0.00 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69034-12-4, its application will become more common.

Reference:
Patent; ALVARO, Giuseppe; Amantini, David; Castiglioni, Emiliano; Di Fabio, Romano; Pavone, Francesca; US2010/144760; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 69034-12-4, 2-Chloro-5-(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, 69034-12-4, blongs to pyrimidines compound. category: pyrimidines

To a solution of ingenol (145 mg, 0.416 mmol) and 2-chloro-5- (trifluoromethyl)pyrimidine (76 mg, 0.416 mmol) in DMF ( 3 ml_) at RT was added triethylamine (0.1 16 ml_, 0.832 mmol). After 39.5 hours, the mixture was purified by C18 using an ISCO instrument [20-60% ACN gradient over 25 min, 30 g ISCO gold column] to give impure product which was further purified by silica gel chromatography [10-75% EtOAc in hexanes, 12 g ISCO column]. The fractions were concentrated and lyophilized from ACN/water to give (1 aR,2S,5R,5aR,6S,8aS,9R,10aR)-5,5a,6-trihydroxy-1 ,1 ,7,9-tetramethyl- 4-(((5-(trifluoromethyl)pyrimidin-2-yl)oxy)methyl)-1 a,2,5,5a,6,9,10,10a-octahydro-1 H-2,8a- methanocyclopenta[a]cyclopropa[e][10]annulen-1 1 -one (10.8 mg, 0.021 mmol, 5% yield). 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 0.65 – 0.76 (m, 1 H), 0.93 – 1 .02 (m, 4 H), 1 .06 (s, 3 H), 1 .13 (s, 3 H), 1 .73 – 1 .83 (m, 1 H), 1 .87 (s, 3 H), 2.22 – 2.39 (m, 2 H), 2.44 (d, J=5.1 Hz, 1 H), 2.97 (d, J=10.8 Hz, 1 H), 3.87 (d, J=10.3 Hz, 1 H), 4.10 (s, 1 H), 4.16 (d, J=1 1 .5 Hz, 1 H), 4.47 (d, J=6.0 Hz, 1 H), 4.91 (d, J=12.3 Hz, 1 H), 5.08 (d, J=12.1 Hz, 1 H), 5.96 (s, 1 H), 6.28 (d, J=4.0 Hz, 1 H), 8.75 (s, 2 H); LCMS(ESI) m/z: 495.3 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69034-12-4, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; TAI, Vincent Wing-Fai; TANG, Jun; (98 pag.)WO2017/130156; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 69034-12-4, 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.69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, molecular weight is 182.531, as common compound, the synthetic route is as follows.

General procedure: To a solution of 12 (1000 mg, 4.71 mmol) in NMP (9.4 ml) was acdded ethyl 2-chloropyrimidine-5-carboxylate (967 mg,5.18 mmol) and diisopropyl ethylamine (913 mg, 7.07 mmol) at room temperature. The reaction mixture was stirred at 80 C for 5 h. The reaction mixture was diluted with water to afford the white precipitation. The resulting solid was collected by filtration to afford 13c (1627 mg, 95.3%) as the white solid.

Statistics shows that 69034-12-4 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-(trifluoromethyl)pyrimidine.

Reference:
Article; Tsuno, Naoki; Yukimasa, Akira; Yoshida, Osamu; Suzuki, Shinji; Nakai, Hiromi; Ogawa, Tomoyuki; Fujiu, Motohiro; Takaya, Kenji; Nozu, Azusa; Yamaguchi, Hiroki; Matsuda, Hidetoshi; Funaki, Satoko; Yamanada, Natsue; Tanimura, Miki; Nagamatsu, Daiki; Asaki, Toshiyuki; Horita, Narumi; Yamamoto, Miyuki; Hinata, Mikie; Soga, Masahiko; Imai, Masayuki; Morioka, Yasuhide; Kanemasa, Toshiyuki; Sakaguchi, Gaku; Iso, Yasuyoshi; Bioorganic and Medicinal Chemistry; vol. 25; 7; (2017); p. 2177 – 2190;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia