Introduction of a new synthetic route about Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate

According to the analysis of related databases, 187035-79-6, the application of this compound in the production field has become more and more popular.

Application of 187035-79-6, 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 187035-79-6, name is Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

(S)-(2-(8-(hydroxymethyl)-1-isopropyl-7-(methylsulfonyl)-3,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrazin-2(1H)-yl)-4-(trifluoromethyl)pyrimidin-5-yl)methanol To a solution of (R)-methyl 1-isopropyl-7-(methylsulfonyl)-1,2,3,4-tetrahydrobenzo[4,5]imidazo[1,2-a]pyrazine-8-carboxylate (80 mg, 0.228 mmol) in iPrOH (2 mL) and DCM (1 mL) was added ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate (174 mg, 0.684 mmol) and DIEA (177 mg, 1.37 mmol). The mixture was stirred at 60 C. overnight. Water (5 mL) was added to the mixture and the aqueous layer was extracted with EtOAc (2*10 mL). The combined organic layers were washed with water (2*10 mL) and brine, dried over anhydrous Na2SO4, filtered and concentrated under vacuum. The residue was purified by preparative TLC to afford (R)-methyl 2-(5-(ethoxycarbonyl)-4-(trifluoromethyl)pyrimidin-2-yl)-1-isopropyl-7-(methylsulfonyl)-1,2,3,4-tetrahydrobenzo[4,5]imidazo[1,2-a]pyrazine-8-carboxylate (75 mg, 57.8% yield) as a yellow solid.

According to the analysis of related databases, 187035-79-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Vitae Pharmaceuticals, Inc.; Gregg, Richard E.; US2015/250787; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
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Application of 2-Iodopyrimidine

The synthetic route of 31462-54-1 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 31462-54-1, name is 2-Iodopyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 31462-54-1

Compound 2 obtained in the manner described above (200 mg, 0.971 mmoles), 2,5-thiophene diborate (Wako Pure Chemical Industries, Ltd.) (501 mg, 2.91 mmoles), sodium carbonate (Wako Pure Chemical Industries, Ltd.) (309 mg, 2.91 mmoles) and tetrakis (triphenylphosphine) palladium (0) (Wako Pure Chemical Industries, Ltd.) (33.7 mg, 0.0292 mmoles) were dissolved in a mixed solvent containing 10 ml of toluene and 10 ml of methanol. Air was removed to create a vacuum and the space was purged with nitrogen three times after which the reaction mixture was agitated for thirty minutes at 60C. After letting the reaction solution stand until cooled, Compound 1 obtained in the manner described above was added. The air was removed to create a vacuum and the space was purged with nitrogen three times again after which the reaction mixture was agitated for four hours at 60C. After allowing the reaction solution to cool, the reaction solution was diluted with ethyl acetate, washed once using de-ionized water, and once using an aqueous saturated sodium chloride solution. The organic layer was dried using anhydrous sodium sulfate. The solvent was removed by distillation, and the product was purified using a medium pressure fractionating liquid chromatography to obtain yellow solids (Compound 5) (191 mg, 0.453 mmoles, 47%). The analytical results for the Compound 5 synthesized {N,N-dihexyl-4-[5-(pyrimidine-2-yl) thiophene-2-yl] aniline} are shown below. 1H-NMR (400 MHz, CDCl3, TMS, rt) delta 8.67 (2H, d, J = 4.9 Hz), 7.92 (1H, d, J = 3.9 Hz), 7.53 (2H, brd, J = 8.8 Hz), 7.18 (1H, d, J = 3.8 Hz), 7.03 (1H, t, J = 4.9 Hz), 6.64 (2H, brd, J = 8.8 Hz), 3.29 (4H, t, J = 7.7 Hz), 1.60 (4H, brs), 1.33 (12H, brs), 0.91 (6H, t, J = 6.5 Hz)

The synthetic route of 31462-54-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; National University Corporation Hokkaido University; EP2395055; (2011); A1;,
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The important role of 2434-53-9

The synthetic route of 2434-53-9 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2434-53-9, name is 6-Amino-1-methylpyrimidine-2,4(1H,3H)-dione, the common compound, a new synthetic route is introduced below. SDS of cas: 2434-53-9

General procedure: A mixture of isatin (0.147 g, 1 mmol), acetophenone (0.09 mL, 1.5 mmol), and piperidine (two drops, 0.1 mmol) in ethanol (95.5%, 1 mL) was heated at 80 C for about 5 min. To the solid obtained at this stage was added 6-amino-1,3-dimethyluracil (0.155 g, 1 mmol), p-toluenesulfonic acid monohydrate (0.076 g, 0.04 mmol), and EtOH (95.5%, 2 mL). The mixture was stirred and heated gently at 80 C. After completion of the reaction (115 min), as monitored by TLC using 5:1 ratio of ethyl acetate/n-hexane, the reaction mixture was cooled to room temperature and then filtered. The separated solids were washed twice with 10 mL of water and 3 mL of hot ethanol (95.5%) to obtain the pure product 4a.

The synthetic route of 2434-53-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rad-Moghadam, Kurosh; Azimi, Seyyedeh Cobra; Tetrahedron; vol. 68; 47; (2012); p. 9706 – 9712;,
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Introduction of a new synthetic route about 26032-72-4

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. 26032-72-4, 2,4-Dichloro-6-phenylpyrimidine, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 26032-72-4 ,Some common heterocyclic compound, 26032-72-4, molecular formula is C10H6Cl2N2, 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.

[00240] To a solution of 2,4-dichloro-6-phenylpyrimidine (1.52 g, 6.7 mmol) and (¡À)-trans-methyl 3-aminobicyclo[2.2.2]octane-2-carboxylate (1.84 g, 10.0 mmol) inN,N-dimethylformamide (10 mL) was added potassium carbonate (0.92 g, 6.7 mmol). The mixture was stirred at rt overnight. After the reaction was completed, the mixture was diluted with H20 (50 mL), and the resulting mixture mixture was extracted with ethyl acetate (40 mL x3). The combined organic layers were washed with saturated brine (50 mL), dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (n-hexane/EtOAc (v/v) = 20/1 – 10/1) to give the title compound as a white solid (1.65 g, 66%).MS (ESI, pos.ion) m/z: 372.2 [M+H]+1H NMR (400 MHz, CDC13) (ppm): 8.04-7.91 (m, 2H), 7.5 1-7.41 (m, 3H), 6.78 (s, 1H), 5.41 (s, 1H), 4.32 (s, 1H), 3.73 (s, 3H), 2.38 (d, J= 5.1 Hz, 1H), 2.07 (s, 1H), 1.86 (m, 1H), 1.73 (m, 1H),1.70-1.60 (m, 4H), 1.57 (m, 2H), 1.5 1-1.41 (m, 1H).

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. 26032-72-4, 2,4-Dichloro-6-phenylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
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The origin of a common compound about 35265-83-9

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. 35265-83-9, 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Application of 35265-83-9, Adding some certain compound to certain chemical reactions, such as: 35265-83-9, name is 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine,molecular formula is C7H4Cl2N2S, 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 35265-83-9.

Reference Example 35 2-Chloro-7-methyl-4-piperidinoaminothieno[3,2-d] pyrimidine In DMF (N,N-dimethylformamide) was dissolved 700 mg (3.4 mmol) of 2,4-dichloro-7-methylthieno[3,2-d] pyrimidine, and then a solution of 751 mg (7.5 mmol) of 1-aminopiperidine was added dropwise to the resulting solution under ice cooling over 5 minutes. The reaction solution was stirred at 0C. for one hour and then allowed to resume room temperature, followed by stirring for further one hour. After completion of the reaction, ice water was added to the reaction mixture, followed by extraction with ethyl acetate (50 ml*3). After the organic layer was washed successively with 1N hydrochloric acid, water and brine and dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane= 1/8) to give 573 mg (yield: 59.4%) of the title compound. NMR (delta, CDCl3): 1.20-1.28 (1H, m), 1.76-1.91 (5H, m), 2.41 (3H, s), 2.44-2.49 (2H, m), 3.17-3.20 (2H, m), 6.46 (1H, s), 7.46 (1H, s)

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. 35265-83-9, 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NAKASHIMA, YOSHIHARU; FUJITA, TAKASHI; HIZUKA, MICHIYO; IKAWA, HIROSHI; HIRUMA, TORU; US2001/6969; (2001); A1;,
Pyrimidine | C4H4N2 – PubChem,
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Sources of common compounds: 461-98-3

At the same time, in my other blogs, there are other synthetic methods of this type of compound,461-98-3, 2,6-Dimethylpyrimidin-4-amine, and friends who are interested can also refer to it.

Electric Literature of 461-98-3, 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. 461-98-3, name is 2,6-Dimethylpyrimidin-4-amine. A new synthetic method of this compound is introduced below.

2-(2,6-Dimethyl-pyrimidin-4-ylamino)-thiazole-5-carbonitrile (22-3) 4-amino-2,6-dimethylpyrimidine (93 mg, 0.76 mmol)was dissolved in 1.4 mL anhydrous DMF and sodium hydride (66mg, 60% dispersion, 2.77 mmol) was added at room temperature. When the bubbling stopped, 2-chloro-thiazole-5-carbonitrile (0.100 g, 0.692 mmol) was added and the reaction was stirred at room temperature. After 4 hours, 1M HCl was added until the solution was neutral. The resulting precipitate was filtered, washed with water, and dried under high vacuum. The material was washed with hexane and filtered again and air dried to afford the title compound. 1H-NMR (300 MHz, DMSO-d6) 12.47 (1H,s), 8.32 (1H,s), 6.75 (1H,s), 2.58 (3H,s), 2.38 (3H,s). M+1=232.1. MP>250

At the same time, in my other blogs, there are other synthetic methods of this type of compound,461-98-3, 2,6-Dimethylpyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Bilodeau, Mark T.; Hartman, George D.; Hoffman JR., Jacob M.; Sisko, John T.; Manley, Peter J.; Smith, Anthony M.; Tucker, Thomas J.; Lumma JR., William C.; Rodman, Leonard; US2002/137755; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
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Sources of common compounds: 2,6-Dichloropyrimidine-4-carboxamide

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98136-42-6, 2,6-Dichloropyrimidine-4-carboxamide, and friends who are interested can also refer to it.

Related Products of 98136-42-6, 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. 98136-42-6, name is 2,6-Dichloropyrimidine-4-carboxamide. A new synthetic method of this compound is introduced below.

To a mixture of 2,6-dichloropyrimidine-4-carboxamide (4.800 g, 25.00 mmol) in acetonitrile (100 mL) was added (S)-methyl 2-aminopropanoate hydrochloride (3.565 g, 25.54 mmol) and iPr2NEt (9.60 mL, 55.1 1 mmol). The mixture was heated at 50C overnight then concentrated in vacuo. The residue was chromatographed over silica gel with 20-60% acetone in hexanes. Two isomers were obtained from the chromatography. The first isomer to elute was (S)-methyl 2-((6-carbamoyl-2- chloropyrimidin-4-yl)amino)propanoate (A) and the second to elute was (S)-methyl 2-((4-carbamoyl-6-chloropyrimidin-2-yl)amino)propanoate (B). Separately, the appropriate product fractions were evaporated in vacuo to give (S)-methyl 2-((6- carbamoyl-2-chloropyrimidin-4-yl)amino)propanoate (A) as a pale tan powder (5.133 g, 19.84 mmol, 79% yield). LC/MS: m/z= 259.2 [M+H]+ and (S)-methyl 2-((4- carbamoyl-6-chloropyrimidin-2-yl)amino)propanoate (B) as a tan powder (0.652 g, 2.52 mmol, 10% yield). LC/MS: m/z= 259.2 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98136-42-6, 2,6-Dichloropyrimidine-4-carboxamide, and friends who are interested can also refer to it.

Reference:
Patent; PURDUE PHARMA L.P.; LOCKMAN, Jeffrey; NI, Chiyou; PARK, Jae Hyun; PARK, Minnie; SHAO, Bin; TAFESSE, Laykea; YAO, Jiangchao; YOUNGMAN, Mark, A.; WO2014/135955; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A new synthetic route of 54660-78-5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54660-78-5, its application will become more common.

Application of 54660-78-5 ,Some common heterocyclic compound, 54660-78-5, molecular formula is C4H4ClN3, 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.

0058] At room temperature, NaH (67 mg, 2.79 mmol) was added to a solution of tert-butyl 4-(hydroxymethyl) piperidine-1-carboxylate (131) (500 mg, 2.32 mmol) in THF (tetrahydrofuran) (10 mL) and stirred for 1 hour. 4-chloro-pyrimidin-5-amine (A) (346 mg, 2.67 mmol) was then added. The reaction mixture was then heated to 100¡ãC under nitrogen and stirred for 4 hours, cooled to room temperature (20-30¡ãC) and concentrated in vacuo. The residue was purified with flash column (eluent: 10-30percentethyl acetate/petroleum ether) to obtain the product C1 (308mg, 1.0 mmol).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54660-78-5, its application will become more common.

Reference:
Patent; NuBridge BioSciences; ZHANG, Lin; (30 pag.)US2017/101395; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Some scientific research about 56181-39-6

The chemical industry reduces the impact on the environment during synthesis 56181-39-6, I believe this compound will play a more active role in future production and life.

Related Products of 56181-39-6, 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.56181-39-6, name is 5-Bromo-4-chloropyrimidine, molecular formula is C4H2BrClN2, molecular weight is 193.4291, as common compound, the synthetic route is as follows.

Step 4. tert-butyl 6-(5-bromopyrimidin-4-yl)-2,6-diazaspiro[3.3]heptane-2-carboxylate (0755) A suspension of 5-bromo-4-chloropyrimidine (1.67 g, 8.65 mmol), tert-butyl 2,6- diazaspiro[3.3]heptane-2-carboxylate hemioxalate salt (2 g, 4.12 mmol) and iPr2NEt (1.80 mL, 10.3 mmol) in iPrOH (10 mL) was heated at reflux for 15 h. Saturated NH4Cl aqueous solution (10 mL) and EtOAc (20 mL) were added to the reaction for the workup. The EtOAc layer was separated and the aqueous layer was extracted again with EtOAc. The EtOAc layers were combined, washed with water, then brine, and dried using Na2SO4. Evaporation of the EtOAc gave tert-butyl 6-(5-bromopyrimidin-4-yl)-2,6- diazaspiro[3.3]heptane-2-carboxylate as an off-white foamy solid (2 grams, 70%) that was nearly pure by LCMS analysis and used directly for the next step without further purification. LCMS method A: tR = 1.330 min; [M + H]+ = 355.41 and 357.

The chemical industry reduces the impact on the environment during synthesis 56181-39-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CACATIAN, Salvacion; CLAREMON, David, A.; DILLARD, Lawrence, Wayne; DONG, Chengguo; FAN, Yi; JIA, Lanqi; LOTESTA, Stephen, D.; MARCUS, Andrew; MORALES-RAMOS, Angel; SINGH, Suresh, B.; VENKATRAMAN, Shankar; YUAN, Jing; ZHENG, Yajun; ZHUANG, Linghang; PARENT, Stephan, D.; HOUSTON, Travis, L.; (444 pag.)WO2017/214367; (2017); A1;,
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New downstream synthetic route of 289042-12-2

The synthetic route of 289042-12-2 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 289042-12-2, tert-Butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate, 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, Safety of tert-Butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate, blongs to pyrimidines compound. Safety of tert-Butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

10 g of tert-butyl 2-((4R,6S)-6-((E)-2-(4-(4′-fluorophenyl)-6-isoIrIpyl-2- (methylamino)pyrimidin-5-yl)vinyl)-2,2-dimethyl- 1 ,3 -dioxan-4-yl)acetate of formula (4) and 100 mL of methylene dichloride was taken into 500 mL RBF. 25 g of triethylamine was added into the reaction mixture at 250C to 35AC. The reaction mixture was cooled to get -2O0C to -250C and treated with methane sulphonyl chloride. After maintaining for 1 hour under stirring, upon completion of reaction on TLC, the reaction mixture is quenched into 100 gm ice at 00C to 50C. Separated organic layer was washed with water and 80% methylene dichloride was distilled atmospherically at 4O0C to 500C. The reaction mixture was treated with 21 mL 10% sodium hydroxide solution and 100 mL methanol. The remaining methylene dichloride was removed azeI?lropically at 450C to 5O0C. After MDC removal, the reaction mixture was treated with 200 mL methanol and temperature was raised upto reflux for about 60AC to 650C for 6-8 hours. After the completion of the reaction on TLC, methanol was distilled under vacuum at 4O0C to 45AC.Further, the reaction mixture was treated with 20 mL of water and 50 mL of acetonitrile and cooled to O0C to 1O0C. The pH of the reaction mixture was adjusted using dil HCl at O0C to 1O0C. The organic layer was separated and treated with n-propyl amine to adjust the pH to about 8 to 9 at O0C to 1O0C. The reaction mixture was maintained at about 25AC to 350C for 1 hour. The product thus obtained was filtered and washed with chilled with acetonitrile. The solid was dried at 5O0C to 550C to obtain n-propyl amine salt of 2-((4R,6S)-6-((E)-2-(4-(4′-fluoroIhenyl)-6-isoIroIyl-2-(N- mI-thylmethylsulfonamido)pyriniidin-5-yl)vinyl)-2,2-dimethyl-l,3-dioxan-4-yl) acetic acid of formula (2′).

The synthetic route of 289042-12-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CADILA HEALTHCARE LIMITED; WO2009/157014; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia