659729-09-6 | Pyrimidines

Hu, Wei-Kang’s team published research in Dyes and Pigments in 2018 | CAS: 659729-09-6

4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine(cas: 659729-09-6) belongs to pyrimidine. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives, including the nucleotides cytosine, thymine and uracil, thiamine (vitamin B1) and alloxan. Formula: C11H6ClF3N2

Formula: C11H6ClF3N2On March 31, 2018, Hu, Wei-Kang; Li, Si-Hua; Ma, Xiu-Fang; Zhou, Shi-Xiong; Zhang, Qian-feng; Xu, Jing-Yu; Shi, Peng; Tong, Bi-Hai; Fung, Man-Keung; Fu, Lianshe published an article in Dyes and Pigments. The article was 《Blue-to-green electrophosphorescence from iridium(III) complexes with cyclometalated pyrimidine ligands》. The article mentions the following:

A series of 4, 6-disubstituted pyrimidine based iridium(III) complexes (1-5), has been synthesized with a simple method. Single X-ray structural analyses were conducted on 5 to reveal their coordination arrangement. These complexes exhibit almost single peak emission with the peak wavelength located in the range of 468-505 nm and quantum yields of over 75%. The relationship between photophys. properties and the substituent nature of the complexes was discussed by d. functional theory. Organic light-emitting diodes (OLEDs) were also fabricated using these complexes as dopants in 15 wt%. The green device based on 1 shows a maximum external quantum efficiency, current efficiency, and power efficiency of 9.7%, 46.5 cd A-1 and 29.0 lm W-1, resp., while the blue device based on 5 exhibits an external quantum efficiency of up to 14.5%, peak luminance efficiency of 28.0 cd A-1 and power efficiency of 19.5 lm W-1. Moreover, the Commission Internationale de L’Eclairage (CIE) coordinates of 5 are (0.15, 0.30) which is closer to blue emission than that of FIrpic. After reading the article, we found that the author used 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine(cas: 659729-09-6Formula: C11H6ClF3N2)

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Norman, Mark H.’s team published research in Journal of Medicinal Chemistry in 2007 | CAS: 659729-09-6

Norman, Mark H.; Zhu, Jiawang; Fotsch, Christopher; Bo, Yunxin; Chen, Ning; Chakrabarti, Partha; Doherty, Elizabeth M.; Gavva, Narender R.; Nishimura, Nobuko; Nixey, Thomas; Ognyanov, Vassil I.; Rzasa, Robert M.; Stec, Markian; Surapaneni, Sekhar; Tamir, Rami; Viswanadhan, Vellarkad N.; Treanor, James J. S. published an article in Journal of Medicinal Chemistry. The title of the article was 《Novel Vanilloid Receptor-1 Antagonists: 1. Conformationally Restricted Analogues of trans-Cinnamides》.Computed Properties of C11H6ClF3N2 The author mentioned the following in the article:

The vanilloid receptor-1 (VR1 or TRPV1) is a member of the transient receptor potential (TRP) family of ion channels and plays a role as an integrator of multiple pain-producing stimuli. From a high-throughput screening assay, measuring calcium uptake in TRPV1-expressing cells, we identified an N-aryl trans-cinnamide (AMG9810, compound 9) that acts as a potent TRPV1 antagonist. We have demonstrated the antihyperalgesic properties of 9 in vivo and have also reported the discovery of novel, orally bioavailable cinnamides derived from this lead. Herein, we expand our investigations and describe the synthesis and biol. evaluation of a series of conformationally constrained analogs of the s-cis conformer of compound 9. These investigations resulted in the identification of 4-amino- and 4-oxopyrimidine cores as suitable isosteric replacements for the trans-acrylamide moiety. The best examples from this series, pyrimidines 79 and 74 (I), were orally bioavailable and exhibited potent antagonism of both rat (IC50 = 4.5 and 0.6 nM, resp.) and human TRPV1 (IC50 = 7.4 and 3.7 nM, resp.). In addition, compound 74 was shown to be efficacious at blocking a TRPV1-mediated physiol. response in vivo in the capsaicin-induced hypothermia model in rats; however, it was ineffective at preventing thermal hyperalgesia induced by complete Freund’s adjuvant in rats. The experimental part of the paper was very detailed, including the reaction process of 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine(cas: 659729-09-6Computed Properties of C11H6ClF3N2)

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Doherty, Elizabeth M.’s team published research in Journal of Medicinal Chemistry in 2007 | CAS: 659729-09-6

Doherty, Elizabeth M.; Fotsch, Christopher; Bannon, Anthony W.; Bo, Yunxin; Chen, Ning; Dominguez, Celia; Falsey, James; Gavva, Narender R.; Katon, Jodie; Nixey, Thomas; Ognyanov, Vassil I.; Pettus, Liping; Rzasa, Robert M.; Stec, Markian; Surapaneni, Sekhar; Tamir, Rami; Zhu, Jiawang; Treanor, James J. S.; Norman, Mark H. published an article in Journal of Medicinal Chemistry. The title of the article was 《Novel Vanilloid Receptor-1 Antagonists: 2. Structure-Activity Relationships of 4-Oxopyrimidines Leading to the Selection of a Clinical Candidate》.Related Products of 659729-09-6 The author mentioned the following in the article:

A series of novel 4-oxopyrimidine TRPV1 antagonists was evaluated in assays measuring the blockade of capsaicin or acid-induced influx of calcium into CHO cells expressing TRPV1. The investigation of the structure-activity relationships in the heterocyclic A-region revealed the optimum pharmacophoric elements required for activity in this series and resulted in the identification of subnanomolar TRPV1 antagonists. The most potent of these antagonists were thoroughly profiled in pharmacokinetic assays. Optimization of the heterocyclic A-region led to the design and synthesis of 23 (I), a compound that potently blocked multiple modes of TRPV1 activation. Compound 23 was shown to be effective in a rodent “”on-target”” biochem. challenge model (capsaicin-induced flinch, ED50 = 0.33 mg/kg p.o.) and was antihyperalgesic in a model of inflammatory pain (CFA-induced thermal hyperalgesia, MED = 0.83 mg/kg, p.o.). Based on its in vivo efficacy and pharmacokinetic profile, compound 23 (N-{4-[6-(4-trifluoromethyl-phenyl)-pyrimidin-4-yloxy]-benzothiazol-2-yl}-acetamide; AMG 517) was selected for further evaluation in human clin. trials. The experimental part of the paper was very detailed, including the reaction process of 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine(cas: 659729-09-6Related Products of 659729-09-6)

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Lipshutz, Bruce H.’s team published research in Angewandte Chemie, International Edition in 2013 | CAS: 659729-09-6

4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine(cas: 659729-09-6) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics. Reference of 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine

《On the Way Towards Greener Transition-Metal-Catalyzed Processes as Quantified by E Factors》 was published in Angewandte Chemie, International Edition in 2013. These research results belong to Lipshutz, Bruce H.; Isley, Nicholas A.; Fennewald, James C.; Slack, Eric D.. Reference of 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine The article mentions the following:

Transition-metal-catalyzed carbon-carbon and carbon-heteroatom bond formations are among the most heavily used types of reactions in both academic and industrial settings. As important as these are to the synthetic community, such cross-couplings come with a heavy price to our environment, and sustainability. E Factors are one measure of waste created, and organic solvents, by far, are the main contributors to the high values associated, in particular, with the pharmaceutical and fine-chem. companies which utilize these reactions. An alternative to organic solvents in which cross-couplings are run can be found in the form of micellar catalysis, wherein nanoparticles composed of newly introduced designer surfactants enable the same cross-couplings, albeit in water, with most taking place at room temperature In the absence of an organic solvent as the reaction medium, organic waste and hence, E Factors, drop dramatically. After reading the article, we found that the author used 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine(cas: 659729-09-6Reference of 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine)

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Lefebvre, Carole-Anne’s team published research in Bioorganic & Medicinal Chemistry Letters in 2017 | CAS: 659729-09-6

4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine(cas: 659729-09-6) belongs to pyrimidine. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own. Name: 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidineThey have been used in a wide variety of pharmaceuticals including general anesthetics, anti-epilepsy medication, anti-malaria medication, drugs for treating high blood pressure, and HIV medication.

Lefebvre, Carole-Anne; Forcellini, Elsa; Boutin, Sophie; Cote, Marie-France; C.-Gaudreault, Rene; Mathieu, Patrick; Lague, Patrick; Paquin, Jean-Francois published an article on January 15 ,2017. The article was titled 《Synthesis of novel substituted pyrimidine derivatives bearing a sulfamide group and their in vitro cancer growth inhibition activity》, and you may find the article in Bioorganic & Medicinal Chemistry Letters.Name: 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine The information in the text is summarized as follows:

The synthesis of two series of novel substituted pyrimidine derivatives bearing a sulfamide group have been described and their in vitro cancer growth inhibition activities have been evaluated against three human tumor cell lines (HT-29, M21, and MCF7). In general, growth inhibition activity has been enhanced by the introduction of a bulky substituent on the aromatic ring with the best compound having GI50 < 6 μM for all the human tumor cell lines. The MCF7 selective compounds were evaluated on four addnl. human invasive breast ductal carcinoma cell lines (MDA-MB-231, MDA-MB-468, SKBR3, and T47D) and were selective against T47D cell line in all cases except one, suggesting a potential antiestrogen activity. In addition to this study using 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine, there are many other studies that have used 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine(cas: 659729-09-6Name: 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine) was used in this study.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Doherty, Elizabeth M.’s team published research in Bioorganic & Medicinal Chemistry Letters in 2008 | CAS: 659729-09-6

4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine(cas: 659729-09-6) belongs to pyrimidine. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own. Quality Control of 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidineThey have been used in a wide variety of pharmaceuticals including general anesthetics, anti-epilepsy medication, anti-malaria medication, drugs for treating high blood pressure, and HIV medication.

Quality Control of 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidineOn March 15, 2008, Doherty, Elizabeth M.; Retz, Daniel; Gavva, Narender R.; Tamir, Rami; Treanor, James J. S.; Norman, Mark H. published an article in Bioorganic & Medicinal Chemistry Letters. The article was 《4-Aminopyrimidine tetrahydronaphthols: A series of novel vanilloid receptor-1 antagonists with improved solubility properties》. The article mentions the following:

8-{6-[4-(Trifluoromethyl)phenyl]pyrimidin-4-ylamino}-1,2,3,4-tetrahydronaphthalen-2-ol and its analogs were shown to be potent inhibitors of human and rat TRPV1 in vitro with increased solubility Synthesis, SAR, and improvements in metabolic stability and absorption of these compounds are described. The experimental process involved the reaction of 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine(cas: 659729-09-6Quality Control of 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine)

4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine(cas: 659729-09-6) belongs to pyrimidine. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own. Quality Control of 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidineThey have been used in a wide variety of pharmaceuticals including general anesthetics, anti-epilepsy medication, anti-malaria medication, drugs for treating high blood pressure, and HIV medication.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Introduction of a new synthetic route about 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine

The synthetic route of 659729-09-6 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 659729-09-6, 4-Chloro-6-(4-(trifluoromethyl)phenyl)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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine (2.55 g, 9.86 mmol) was dissolved in CH3CN (50 ml) and cooled to 0C. Tetrabutylammonium cyanide (4.55 g, 16.9 mmol) and DABCO (3.32 g, 29.6 mmol) were added and the reaction mixture was stirred at 0C for 2 hours. The reaction mixture was then absorbed onto a small amount of silica gel and purified by flash column (0-20% EtOAc over 35 min) to give 6-(4-(trifluoromethyl)phenyl)pyrimidine-4-carbonitrile as a white solid (2.26 g; 92%).

The synthetic route of 659729-09-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BROTHERTON-PLEISS, Christine E.; CHEN, Huifen; CHEN, Shaoqing; CHEN, Zhi; ERICKSON, Shawn David; ESTRADA, Anthony; KIM, Kyungjin; LI, Hongju; LOVEY, Allen John; LYSSIKATOS, Joseph P.; QIAN, Yimin; SO, Sung-Sau; WOVKULICH, Peter Michael; YI, Lin; WO2014/49047; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extended knowledge of 659729-09-6

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 659729-09-6, 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine.

Synthetic Route of 659729-09-6, 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 659729-09-6, name is 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

1.27 g (4.92 mmol) of 4-chloro_6_ (4′-trifluoromethylphenyl) pyrimidine was weighed out,(0.85 g, 5.18 mmol) of trimethylbenzeneboronic acid,4 g of tetrakis (triphenylphosphine) palladium and 3 g of anhydrous sodium carbonate were placed in a 120 mL sealed tube,A mixture of tetrahydrofen sitan 30 mL and 20 mL of deionized water was placed in a sealed tube as a solvent, and a stirrer was added and the stopper was capped.The entire device vacuum nitrogen nitrogen replacement 3 ~ 4 times, placed in the oil bath pot,The mixture was heated to 115 C on a magnetic stirrer and refluxed for about 8 h.After the reaction,Sealed to cool to room temperature, the solution inside the sealed tube into the rotary bottle,The tetrahydrofuran solvent was distilled off under reduced pressure by rotary evaporator.The organic product was extracted with ethyl acetate and water for 3 to 4 times. The solvent was distilled off under reduced pressure. The spheroidized product was separated by petroleum ether: ethyl acetate 20: 1,To give a pale yellow solid, about 0.87 g, yield 51.6%.

Reference:
Patent; Anhui University of Technology; Tong Bihai; He Yuheng; Liu Yuanyuan; Jin Long; Zuo Dashuai; Wang Song; (25 pag.)CN106632488; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The origin of a common compound about 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine

The chemical industry reduces the impact on the environment during synthesis 659729-09-6, I believe this compound will play a more active role in future production and life.

Application of 659729-09-6, 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.659729-09-6, name is 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine, molecular formula is C11H6ClF3N2, molecular weight is 258.63, as common compound, the synthetic route is as follows.

EXAMPLE 4 N-(5,6,7,8-Tetrahydronaphthalen-1-yl)-6-(4-(trifluoromethyl)phenyl)-pyrimidin-4-amine A mixture of 4-chloro-6-(4-(trifluoromethyl)phenyl) pyrimidine, Example 1(a), (0.26 g, 1.0 mmol) and 1,2,3,4-tetrahydro-1-naphthylamine (0.15 g, 1.0 mmol, Aldrich) in EtOH (1 mL) was heated in a microwave synthesizer at 120 C. for 15 min. The reaction mixture was evaporated under reduced pressure and the residue was dissolved in DCM. The DCM solution was washed with 10% sodium carbonate, dried over sodium sulfate and filtered. The filtrate was evaporated under reduced pressure and the residue purified by silica gel column chromatography (2:1:1 hexane/EtOAc/CHCl3) to give the title compound as an off-white amorphous solid. MS (ESI, pos. ion) m/z: 370.

The chemical industry reduces the impact on the environment during synthesis 659729-09-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Doherty, Elizabeth M.; Katon, Jodie; Norman, Mark H.; Retz, Daniel M.; Wang, Xianghong; Bo, Yunxin Y.; Tamayo, Nuria; Nishimura, Nobuko; Liao, Hongyu; US2006/241296; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Some tips on 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine

The chemical industry reduces the impact on the environment during synthesis 659729-09-6, I believe this compound will play a more active role in future production and life.

Synthetic Route of 659729-09-6, 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.659729-09-6, name is 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine, molecular formula is C11H6ClF3N2, molecular weight is 258.63, as common compound, the synthetic route is as follows.

To a mixture of 3 ml of water, 0.36 g of sodium cyanide and 0.07 g of 1, 4-diazabicyclo [2.2.2] octane, 9 ml of dimethyl sulfoxide and 1.6 g of 4-chloro-6- (4- trifluoromethylphenyl) pyrimidine were added at 0C. This mixture was stirred for 2 hours. The reaction mixture was poured into water and then extracted three times with tert- butyl methyl ether. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and then concentrated to obtain a crude product. This crude product was used in the next step without purification.

The chemical industry reduces the impact on the environment during synthesis 659729-09-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; MIZUNO, Hajime; WO2010/134478; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia