Category: 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., HPLC of Formula: C5H2ClF3N2

General procedure: Toa vial was added pyrimidine (0.42-0.65 mmol, 1.0 equiv.) (if solid), carboxylic acid (3.0 equiv.) (if solid), silver nitrate (4.0 equiv.) and ammonium persulfate (5.0equiv.). Acetonitrile (5 mL) and water(5 mL) were then added (followed by the pyrimidine and/or carboxylic acid if liquids) and the vial was capped and heated to 60 C for 2 h. The reaction mixture was monitored by TLC and LCMS. The reaction mixture was quenched by the addition of concentrated ammonium hydroxide (0.8 mL) and water (3.2 mL), diluted with brine and filtered through Celite®. The filtrate was then extracted with DCM (3 x10 mL) and the organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The residue was adsorbed onto silica and purified by flash chromatography (0?50percent EtOAc in heptane) to afford the desired compound.

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; Shore, Daniel G.M.; Wasik, Kimberly A.; Lyssikatos, Joseph P.; Estrada, Anthony A.; Tetrahedron Letters; vol. 56; 27; (2015); p. 4063 – 4066;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 33034-67-2, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 33034-67-2 as follows.

Step 11: A mixture of (R)-methyl l-isopropyl-7-(methylsulfonyl)-l,2,3,4- tetrahydrobenzo[4,5]imidazo[l,2-a]pyrazine-8-carboxylate (0.9 g, 2.56 mmol), 2-chloro-4- (trifluoromethyl)pyrimidine (1.0 g, 5.1 mmol, 2 eq.) and DIEA (1.0 g, 7.7 mmol, 3 eq.) in i- PrOH (6 mL) was stirred in a microvave oven at 150 °C for 2 h. TLC showed the starting material was consumed completely (PE : EtOAc = 3 : 1). The solvent was removed in vacuo at 40 °C, and the residue was purified by column chromatography on silica gel eluting with PE / EtOAc = 6 / 1 to give (R)-methyl l-isopropyl-7-(methylsulfonyl)-2-(4- (trifluoromethyl)pyrimidin-2-yl)-l,2,3,4-tetrahydrobenzo[4,5]imidazo[l,2-a]pyrazine-8- carboxylate (1.0 g, 78percent yield) as a white solid.LC-MS m/z 498.1 [M+H]+. 1H NMR (CDC13 300MHz): delta 8.52 (d, 7 = 4.8 Hz, 1H), 8.13 (s, 1H), 8.06 (s, 1H), 6.83 (d, 7 = 4.8 Hz, 1H), 6.06 (d, 7 = 7.8 Etazeta,IotaEta), 5.39-5.28 (m, 1H), 4.33-4.24 (m, 1H), 4.20-4.12 (m, 1H), 3.93 (s, 3H), 3.77-3.65 (m, 1H), 3.39 (s, 3H), 2.52-2.38 (m, 1H), 1.25 (d, 7 = 6.9 Hz, 3H), 1.02 (d, 7 = 6.6 Hz, 3H).

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; 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

Reference 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.

To a mixture was sodium hydride (9 mg, 60percent dispersion) in 5 ml of dimethylformamide was added 4-(5-cyano-7-isopropyl-l,3-benzoxazol-2-yl)-N-[(5-methyl-2-oxo-l,3-oxazolidin-5- yl)methyl]benzamide (31 mg, EXAMPLE 65) followed by 2-chloro-4-trifluoromethylpyrimidine (14 mg). The mixture was stirred at 700C for 1 h. Excess sodium hydride was quenched by addition of 1 ml of methanol. The sample was then purified via mass-directed HPLC on a Kromasil Cl 8 column eluting with a gradient of 10percent acetonitrile in water (0.01percent TFA) to 60percent acetonitrile in water (0.01percent TFA) providing the title compound (25 mg, 59percent).

Statistics shows that 33034-67-2 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-4-(trifluoromethyl)pyrimidine.

Reference:
Patent; MERCK & CO., INC.; WO2008/156718; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 33034-67-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of tert-butyl 4-({ [4-(5-cyano-7-isopropyl- 1 ,3-benzoxazol-2- yl)benzoyl] amino }methyl)-4-isopropylpiperidine- 1 -carboxylate(35 mg, 0.064 mmol) in dichloromethane was added trifluoroacetic acid. The mixture was stirred overnight at room temperature and then concentrated in vacuo. To the residue were added of methanol (2 ml), potassium carbonate (45 mg, 0.326 mmol) and 2-chloro-4- (trifluoromethyl)pyrimidine (16 mul, 0.133 mmol). The mixture was heated to 50 0C and stirred at this temperature for 4 h, at which point LC/MS analysis showed a peak at the desired molecular weight. The reaction mixture was concentrated and then purified by flash chromatography on a Biotage Horizon, 25S column, eluting with 1 column volume of 100percent dichloromethane followed by a gradient of 0 to 100percent ethyl acetate in dichloromethane over 10 column volumes to provide the title compound (33 mg, 0.056 mmol, 87 percent yield). Mass spectrum (ESI) 591.1 (M+l). 1HNMR (500 MHz, CDCI3): 8.47 (d, J=4.5 Hz, IH), 8.33 (d, J=8.5 Hz, IH), 7.93 (s, IH), 7.92 (d, J= 8.5 Hz, 2H), 7.51 (s, IH), 6.71 (d, J=5.0 Hz, IH), 6.18 (br t, J = 6.0 Hz, IH), 4.18 (m, 2H), 3.65-3.75 (m, 4H), 3.47 (septet, J = 7.0 Hz, IH), 1.89 (septet, J=6.5 Hz, IH), 1.70 (m, 2H), 1.50- 1.60 (m, 2H), 1.46 (d, J = 6.5 Hz, 6H), 1.02 (d, J=7.0 Hz, 6H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine.

Reference:
Patent; MERCK & CO., INC.; WO2008/156715; (2008); A1;,
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, name: 2-Chloro-4-(trifluoromethyl)pyrimidine, blongs to pyrimidines compound. name: 2-Chloro-4-(trifluoromethyl)pyrimidine

tert-Butyl 2-cyano-2-[4-trifluoromethylpyrimidin-2 (1H)-ylidene]acetate. tert-Butyl 2-cyanoacetate (97.45 g, 690 mmol) was dissolved in anhydrous THF (1 L), and cooled on an ice-bath for 90 min with stirring under nitrogen. A 1M solution of lithium hexamethyldisilazane in THF (690 mL, 690 mmol) was added dropwise. The mixture was stirred for an additional 1 hr, then 2-chloro-4-trifluoromethylpyrimidin (105 g, 590 mmol) was added dropwise. The mixture was then heated to 50° C. for 3 hr with stirring under nitrogen, allowed to cool, and the solvent removed under reduced pressure. Hydrochloric acid (1N) was added to the residue to achieve a pH of 1-2. The precipitated solids were collected by filtration and dried under vacuum to give tert-butyl 2-cyano-2-[4-trifluoromethylpyrimidin-2(1H)-ylidene]acetate (135 g, 82percent yield) as a bright yellow solid, >98percent pure by LC/MS. tert-Butyl 2-cyano-2-[4-trifluoromethylpyrimidin-2(1H)-ylidene]acetate (48 g; 166 mmol) was suspended in 4M hydrogen chloride in dioxane (415 mL, 1.66 mol) and the mixture stirred at room temperature for 6 hr, then concentrated under reduced pressure to give 2-(4-trifluoromethylpyrimidin-2-yl)acetonitrile (31 g, 100percent yield) as an orange oil, >98percent pure by LC/MS. To a stirred solution of 2-(4-trifluoromethylpyrimidin-2-yl)acetonitrile (31.0 g; 166 mmol) in absolute ethanol (800 mL) was added potassium O-ethylxanthate (26.6 g; 166 mmol) followed by potassium carbonate (45.8 g; 332 mmol). The mixture was heated to 100° C. for 3 hr, cooled to room temperature, iodomethane (47.1 g; 332 mmol) added dropwise, and 1N hydrochloric acid (2 L) added. The resulting mixture was extracted with DCM (1.5 L), and the DCM layer was washed twice with brine (1 L each). The solvent was removed under reduced pressure to give 3,3-bis(methylthio)-2-(4-trifluoromethylpyrimidin-2-yl)acrylonitrile (36 g, 75percent yield) as a light brown solid, >95percent pure by LC/MS.

The synthetic route of 33034-67-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Telik, Inc.; US2010/81653; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. name: 2-Chloro-4-(trifluoromethyl)pyrimidine

4-(2-Bromophenyl)piperazine-1-carboxylic acid tert-butyl ester (280 mg, 0.82 mmol),4,6-Dimethylpyrimidin-2-amine (151 mg, 1.23 mmol),Sodium tert-butoxide (0.16 g, 1.16 mmol), tris(dibenzylideneacetone) dipalladium (75 mg, 0.082 mmol) and(±)-2,2′-bis-(diphenylphosphino)-1,1′-binaphthyl (102 mg, 0.164 mmol) was added to anhydrous tolueneIn (20 mL), the reaction was heated to 120 C for 12 hours under a nitrogen atmosphere. The reaction was stopped, and the mixture was cooled to room temperature. The mixture was poured into water (100 mL), ethyl acetate (40 mL×3), and the organic phase was combined and washed with water (50 mL) and brine (50 mL) Dry and distill off the solvent under reduced pressure.The obtained crude product was subjected to column chromatography (dichloromethane:methanol (V:V)=50:1)The title compound (white solid, 274 mg, 87%)

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

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Zhang Yingjun; Xue Yaping; Guo Zhengjiang; (39 pag.)CN109912514; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products 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 3 : A solution of 2-chloro-4-(trifluoromethyl)pyrimidine (0.297 g, 1.626 mmol) in dioxane (4 ml) was added to 3-Bromo-5-(difluoromethyl)aniline (0.314 g, 1.414 mmol) followed by methanesulfonic acid (0.1 1 ml, 1.694 mmol) and the resulting solution was heated overnight to 100 °C. The reaction was diluted with water and extracted with EtOAc. The organic phase was washed with saturated sodium bicarbonate, water, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified on silica gel (EtOAc/hexane=2/8) to afford N- [3-bromo-5-(difluoromethyl)phenyl]-4-(trifluoromethyl)pyrimidin-2-amine. MS ESI calc’d. for Ci2H7BrF5N3 [M + H]+ 368, 370, found 368, 370. lH NMR (500 MHz, CDCI3) delta 8.65 (d, J= 4.9, IH), 8.09 (s, IH), 7.97 (s, IH), 7.73 (s, IH), 7.27 (s, IH), 7.07 (d, J= 4.9, IH), 6.56 (t, J= 56.2, IH).

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; MERCK SHARP & DOHME CORP.; ALTMAN, Michael, D.; CHILDERS, Kaleen Konrad; DI FRANCESCO, Maria Emilia; ELLIS, John Michael; FISCHER, Christian; GRIMM, Jonathan; HAIDLE, Andrew, M.; KATTAR, Solomon, D.; NORTHRUP, Alan, B.; OTTE, Ryan, D.; PETROCCHI, Alessia; SCHELL, Adam, J.; ZHOU, Hua; WO2012/154519; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 33034-67-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a mixture of 48 mg of potassium carbonate in methanol (3 ml) was added 37 mg of 4-(5- cyano-7-isopropyl-l ,3-benzoxazol-2-yl)-N-[(7S)-l ,4-oxazepan-7-ylmethyl]benzamide(INTERMEDIATE 20) followed by 2-chloro-4-(trifluoromethyl)pyrimidine (16 mg). The mixture was heated via microwave at 12O0C for 35 min, and then cooled and added directly to a 4OM samplet for purification via column chromatography on a Biotage Horizon 4OM column, eluting with 1 column volume of 100percent hexanes, followed by a gradient of 0 to 100percent ethyl acetate in hexanes over 10 column volumes, followed by 4 column volumes of 100percent ethyl acetate, to provide the title compound (37 mg, 76 percent). Mass spectrum (ESI) 565.2 (M+l). 1H NMR (500 MHz, CDCl3): delta 8.52 (s, IH), 8.35 (d, J=8.5 Hz, 2H), 7.96 (d, J=8.3 Hz, 2H), 7.95 (s, IH), 7.54 (s, IH), 6.81 (d, J=4.8 Hz, IH), 6.65 (bs, IH), 4.26 (m, 2H), 3.98 (m, 3H), 3.70 (s, 2H), 3.69 (m, 2H), 3.48 (sept, J=7.0 Hz, IH), 3.25 (m, IH), 2.19 (m, IH), 1.83 (m, IH), 1.48 (d, J=7.1 Hz, 6H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine.

Reference:
Patent; MERCK & CO., INC.; WO2008/156715; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference 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 7: To a solution of l-isopropyl-7-(methylthio)-l,2,3,4-tetrahydropyrazino[l,2-a]indole (50 mg, 0.19 mmol) in ‘PrOH (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 °C for 4 h. The mixture was concentrated under vacuum and the residue was purified by preparative TLC to afford l-isopropyl-7-(methylthio)-2-(4-(trifluoromethyl)pyrimidin-2-yl)-l,2,3,4- tetrahydropyrazino[l,2-a]indole (45 mg, 57.7percent yield) as a yellow oil.LC-MS MS (ESI) m/z 407.1 [M + H]+.

Statistics shows that 33034-67-2 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-4-(trifluoromethyl)pyrimidine.

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

Application of 33034-67-2 ,Some common heterocyclic compound, 33034-67-2, 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.

Step 5:1′-(Pyridin-3-yl)-1-[4-(trifluoromethyl)pyrimidin-2-yl]-1H,1’H-3,4′-bipyrazoleUnder argon, 1′-(pyridin-3-yl)-1H,1’H-3,4′-bipyrazole (200 mg, 0.94 mmol) was initially charged in dimethylamide.Sodium hydride (56.8 mg, 1.42 mmol, 60percent in paraffin oil) was added, and the mixture was stirred at room temperature for 30 min (slightly exothermic).2-Chloro-4-trifluoromethylpyrimidine (173 mg, 0.94 mmol) was added, and the mixture was stirred at 40 C overnight.The mixture was then concentrated, and the residue was triturated with dichloromethane.Yield: 240 mg (71percent of theory), logP(HCOOH) 2.15, [M++1] 358.11H-NMR (d6-DMSO): 7.00 (m, 1H), 7.56 (m, 1H), 7.90 (d, 1H), 8.31 (m, 2H), 8.56 (m, 1H), 8.73 (m, 1H), 9.10 (s, 1H), 9.17-9.22 (m, 2H)

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. 33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer CropScience AG; US2011/166143; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia