Month: October 2022

《Synthesis of Indolizines via Reaction of 2-Substituted Azaarenes with Enals by an Amine-NHC Relay Catalysis》 was written by Li, Hongxian; Li, Xiangmin; Yu, Yang; Li, Jianjun; Liu, Yuan; Li, Hao; Wang, Wei. Recommanded Product: 63155-11-3 And the article was included in Organic Letters on April 21 ,2017. The article conveys some information:

A metal-free catalytic strategy for the facile synthesis of biol. relevant mol. architectures indolizines and imidazopyridines was developed. The process is promoted by amine and N-heterocyclic carbene (NHC) relay catalysis via Michael addition-[3 + 2] fusion of simple azaarenes and α,β-unsaturated aldehydes. The preparative power is demonstrated in the synthesis of anxiolytic drug saripidem via two simple 1-pot operations with overall 45% yield. The experimental process involved the reaction of Ethyl 2-(pyrimidin-2-yl)acetate(cas: 63155-11-3Recommanded Product: 63155-11-3)

Ethyl 2-(pyrimidin-2-yl)acetate(cas: 63155-11-3) is a member of pyrimidine. Pyrimidine derivatives are an important class of N-heterocycles. They are well-known for their wide spectrum of promising biological activities such as antitumors, bactericidals, and fungicidal.Recommanded Product: 63155-11-3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 1977,Heterocycles included an article by Sakamoto, Takao; Konno, Shoetsu; Yamanaka, Hiroshi. Computed Properties of C6H8N2O. The article was titled 《Syntheses of pyrimidinyl ketones》. The information in the text is summarized as follows:

Acylpyrimidines were prepared by nitrosation of alkylpyrimidines and hydrolysis of the oximes. Nitrosation of methylpyrimidines and dehydration with POCl3 gave cyanopyrimidines which underwent Grignard reaction with EtMgBr to give ethyldihydropyrimidines. Some acetylpyrimidines were also obtained by homolytic acetylation and underwent Willgerodt-Kindler reaction to give pyrimidinethioacetamides. In the experiment, the researchers used many compounds, for example, 2-Methoxy-4-methylpyrimidine(cas: 14001-60-6Computed Properties of C6H8N2O)

2-Methoxy-4-methylpyrimidine(cas: 14001-60-6) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.Computed Properties of C6H8N2O

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 2014,Dodonova, Jelena; Tumkevicius, Sigitas published 《Access to 6-arylpyrrolo[2,3-d]pyrimidines via a palladium-catalyzed direct C-H arylation reaction》.RSC Advances published the findings.Computed Properties of C6H3Cl2N3 The information in the text is summarized as follows:

An efficient method of palladium-catalyzed direct arylation has been developed for the selective functionalization of the C6 position of 2,4-diarylpyrrolo[2,3-d]pyrimidines I [R1 = Ph, 4-MeOC6H4, 4-(9-carbazolyl)phenyl]. Under optimal conditions, reactions with various aryl bromides R2Br [R2 = Ph, 4-NCC6H4, 4-PhC6H4, 4-(9-carbazolyl)phenyl, etc.] successfully provided a wide range of 6-arylpyrrolo[2,3-d]pyrimidines II.2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4Computed Properties of C6H3Cl2N3) was used in this study.

2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4) belongs to pyrimidine. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own. Computed Properties of C6H3Cl2N3They 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

Kharlamova, Alisa D.; Abel, Anton S.; Averin, Alexei D.; Maloshitskaya, Olga A.; Roznyatovskiy, Vitaly A.; Savelyev, Evgenii N.; Orlinson, Boris S.; Novakov, Ivan A.; Beletskaya, Irina P. published an article in 2021. The article was titled 《Mono- and diamination of 4,6-dichloropyrimidine, 2,6-dichloropyrazine and 1,3-dichloroisoquinoline with adamantane-containing amines》, and you may find the article in Molecules.Related Products of 1193-21-1 The information in the text is summarized as follows:

N-heteroaryl substituted adamantane-containing amines, e.g., I were of substantial interest for their perspective antiviral and psychotherapeutic activities. Chlorine atom at alpha-position of N-heterocycles was substituted by amino group using convenient nucleophilic substitution reactions with a series of adamantylalkylamines. The prototropic equilibrium in these compounds was studied using NMR spectroscopy. The introduction of second amino substituent in 4-amino-6-chloropyrimidine, 2-amino-chloropyrazine and 1-amino-3-chloroisoquinoline was achieved using Pd(0) catalysis. In the experiment, the researchers used 4,6-Dichloropyrimidine(cas: 1193-21-1Related Products of 1193-21-1)

4,6-Dichloropyrimidine(cas: 1193-21-1) is a member of organic chlorides. Organic chloride content in crude oil can be detected through specialized laboratory analysis. Care and attention are essential while sampling and testing.Related Products of 1193-21-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Ding, Shi; Dong, Xiaoyong; Gao, Ziye; Zheng, Xiangshan; Ji, Jingchao; Zhang, Mingjuan; Liu, Fang; Wu, Shuang; Li, Min; Song, Wenshan; Shen, Jiwei; Duan, Wenwen; Liu, Ju; Chen, Ye published an article in 2022. The article was titled 《Design, synthesis and biological evaluation of novel N-(3-amino-4-methoxyphenyl)acrylamide derivatives as selective EGFRL858R/T790M kinase inhibitors》, and you may find the article in Bioorganic Chemistry.Reference of 2,4-Dichloropyrimidine The information in the text is summarized as follows:

On the basis of N-(3-amino-4-methoxyphenyl)acrylamide scaffold, a series of novel compounds containing 3-substitutional-1-methyl-1H-indole, 2-substitutional pyrrole or thiophene moieties were synthesized and their in vitro antiproliferation activities against A549 and H1975 cell lines were evaluated. The results indicated that most of the compounds showed moderate to excellent antitumor activities. Especially, compounds 9a (A549 IC50 = 1.96 μM, H1975 IC50 = 0.095 μM), 17i (A549 IC50 = 4.17 μM, H1975 IC50 = 0.052 μM), 17j (A549 IC50 = 1.67 μM, H1975 IC50 = 0.061 μM) exhibited comparable antitumor activities and selectivity ratios compared to the pos. control osimertinib (A549 IC50 = 2.91 μM, H1975 IC50 = 0.064 μM). In vitro inhibitory activities against EGFR kinases containing different mutations were also tested. Compound 17i showed remarkable inhibitory activity (with IC50 value of 1.7 nM) to EGFRL858R/T790M kinase and selectivity (22-folds compared to EGFRWT kinase). Furthermore, acridine orange/ethidium bromide (AO/EB) staining assay, cell apoptosis assay, cell cycle distribution assay and wound-healing assay of the compounds 9a and 17i were performed on H1975 cell line. The results showed dose-dependent activities of the induction of apoptosis, G0/G1-phase arrestation and inhibition of migration, which were similar to the pos. control osimertinib. Addnl., mol. docking analaysis was performed to seek the possible binding mode between the selected compounds (9a, 17i-17j) and EGFRL858R/T790M kinase. The results demonstrated that compound 17i is a promising candidate and worth further study. In the experimental materials used by the author, we found 2,4-Dichloropyrimidine(cas: 3934-20-1Reference of 2,4-Dichloropyrimidine)

2,4-Dichloropyrimidine(cas: 3934-20-1) is a member of organic chlorides. Almost all organochlorine compounds are synthesized. It is widely used as intermediates, solvents and pesticides of chemical synthetic products.Reference of 2,4-Dichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application In Synthesis of 4,6-DichloropyrimidineIn 2020 ,《Controlled release of pyrimidine compound using polymeric coated ZIF-8 metal-organic framework as glucagon-like peptide-1 receptor agonist carrier》 appeared in Molecules. The author of the article were AlNeyadi, Shaikha S.; Amir, Naheed; Ghattas, Mohammad A.; Atatreh, Noor; Alketbi, Shaikha S.; Al Ajeil, Ruba; Adem, Abdu. The article conveys some information:

This work demonstrates synthetic strategies for the incorporation of a synthesized pyrimidine glucagon-like peptide-1 (GLP-1) agonist into alginate-coated ZIF-8. The prepared pyrimidine GLP-1 agonist used for the treatment of diabetes type II, was trapped inside polymer coated ZIF-8. The encapsulation of the GLP-1 agonist was confirmed by UV-visible and FT-IR spectroscopies. Furthermore, the release kinetics of GLP-1 agonist drug from alginate-coated ZIF-8 were investigated in phosphate-buffered saline at 37°C at pH 8 and 1.5. The alginate-coated ZIF-8 exhibited much faster drug release at basic pH than at pH 1.5, indicating the potential of the alginate-coated ZIF-8 system to overcome the fast degradation at acidic pH of the stomach and improve the drug’s activity. This study may open the way for the synthesis of new metal organic frameworks (MOFs) to enhance drug delivery systems. In the experimental materials used by the author, we found 4,6-Dichloropyrimidine(cas: 1193-21-1Application In Synthesis of 4,6-Dichloropyrimidine)

4,6-Dichloropyrimidine(cas: 1193-21-1) is a member of organic chlorides. Organic chloride content in crude oil can be detected through specialized laboratory analysis. Care and attention are essential while sampling and testing.Application In Synthesis of 4,6-Dichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Formula: C4HCl3N2In 2016 ,《Regioselective 2-Amination of Polychloropyrimidines》 appeared in Organic Letters. The author of the article were Smith, Sean M.; Buchwald, Stephen L.. The article conveys some information:

The regioselective amination of substituted di- and trichloropyrimidines affording the 2-substituted products is reported. While aryl- and heteroarylamines require the use of a dialkylbiarylphosphine-derived palladium catalyst for high efficiency, more nucleophilic dialkylamines produce 2-aminopyrimidines under noncatalyzed SNAr conditions. The key is the use of 5-trimethylsilyl-2,4-dichloropyrimidine as a surrogate for the parent dichloropyrimidine. For more challenging cases, the 2-chloro-4-thiomethoxy analogs were prepared and exclusively afford the desired 2-aminated-4-thiomethoxypyrimidine products. In the experimental materials used by the author, we found 2,4,6-Trichloropyrimidine(cas: 3764-01-0Formula: C4HCl3N2)

2,4,6-Trichloropyrimidine(cas: 3764-01-0) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Formula: C4HCl3N2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Access to a new class of synthetic building blocks via trifluoromethoxylation of pyridines and pyrimidines》 was published in Chemical Science in 2016. These research results belong to Feng, Pengju; Lee, Katarzyna N.; Lee, Johnny W.; Zhan, Chengbo; Ngai, Ming-Yu. Name: 2-Methoxy-5-nitropyrimidine The article mentions the following:

A scalable and operationally simple protocol for regioselective trifluoromethoxylation of a wide range of functionalized pyridines I [R = 5-Br-6-OMe, 6-(1H-Benzo[d]imidazol-1-yl), 6-(1H-pyrazol-1-yl), etc.; R1 = OMe, Me; X = OH; Y = H] and pyrimidines II [R2 = (2-(Thiazol-4-yl)-1H-benzo[d]imidazol-1-yl), 2-OMe, 4-Cl-3,5-(Me)2-OC6H2, etc.; W = OH; Z = H] under mild reaction conditions is presented. The trifluoromethoxylated products I [X = H; Y = 2-OCF3, 4-OCF3] and II [W = H; Z = OCF3] are useful scaffolds that can be further elaborated by amidation and palladium-catalyzed cross coupling reactions. Mechanistic studies suggest that a radical O-trifluoromethylation followed by the OCF3 -migration reaction pathway is operable. The unique properties of the OCF3 group and the ubiquity of pyridine and pyrimidine in biol. active mols. and functional materials, trifluoromethoxylated pyridines I [X = H; Y = 2-OCF3, 4-OCF3] and pyrimidines II [W = H; Z = OCF3] could serve as valuable building blocks for the discovery and development of new drugs, agrochems., and materials. In the experiment, the researchers used many compounds, for example, 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Name: 2-Methoxy-5-nitropyrimidine)

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.Name: 2-Methoxy-5-nitropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Nucleophilic heteroaromatic substitution. XXIV. Kinetics of piperidinodechlorination of 2- and 6-alkyl-4-choropyrimidines in ethanol and toluene. Evidence for a steric hindrance to solvation of the aza-group》 was written by Calligaris, Mario; Linda, Paolo; Marino, Gianlorenzo. Recommanded Product: 2-tert-Butyl-4-chloropyrimidine And the article was included in Tetrahedron in 1967. The article conveys some information:

The rate constant for the reaction of 2- and 6-alkyl-4-chloropyrimidines with piperidine in toluene and ethanol have been determined at 30.0°. The reactivity ratio kMe/ktert-Bu increases considerably in passing from the reaction of 6-alkyl-4-chloropyrimidines (I) in toluene (1.62) to the reaction of 2-alkyl-4-chloropyrimidines in ethanol (17.3). This remarkable increase (over a factor of ten) is ascribed to a steric hindrance to solvation of the azo groups caused by the bulkier substituent. 26 references. After reading the article, we found that the author used 2-tert-Butyl-4-chloropyrimidine(cas: 18436-67-4Recommanded Product: 2-tert-Butyl-4-chloropyrimidine)

2-tert-Butyl-4-chloropyrimidine(cas: 18436-67-4) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Recommanded Product: 2-tert-Butyl-4-chloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Safety of 6-Chloro-2,5-dimethylpyrimidin-4-amineOn November 10, 1998 ,《Crystal structure of thiaminase-I from Bacillus thiaminolyticus at 2.0 Å resolution》 appeared in Biochemistry. The author of the article were Campobasso, Nino; Costello, Colleen A.; Kinsland, Cynthia; Begley, Tadhg P.; Ealick, Steven E.. The article conveys some information:

Thiaminase I (I) catalyzes the replacement of the thiazole moiety of thiamin with a wide variety of nucleophiles, such as pyridine, aniline, catechols, quinoline, and cysteine. Here, the crystal structure of I from B. thiaminolyticus was determined at 2.5 Å resolution by multiple isomorphous replacement and refined to an R factor of 0.195 (Rfree = 0.272). Two other structures, one native and one containing a covalently bound thiamin analog inhibitor, were determined at 2.0 Å resolution by mol. replacement from a 2nd crystal form and were refined to R factors of 0.205 and 0.217 (Rfree = 0.255 and 0.263), resp. The overall structure contained 2 α/β-type domains separated by a large cleft. At the base of the cleft was Cys-113, previously identified as a key active site nucleophile. The structure with a covalently bound thiamin analog, 4-amino-6-chloro-2,5-dimethylpyrimidine, which functions as a mechanism-based inactivating agent, confirmed the location of the active site. Glu-241 appeared to function as an active site base to increase the nucleophilicity of Cys-113. I mutant E241Q was constructed and was found to exhibit no activity. I shows no sequence identity to other proteins in the sequence databases, but the 3-dimensional structure showed very high structural homol. to periplasmic binding proteins and transferrins.6-Chloro-2,5-dimethylpyrimidin-4-amine(cas: 18260-92-9Safety of 6-Chloro-2,5-dimethylpyrimidin-4-amine) was used in this study.

6-Chloro-2,5-dimethylpyrimidin-4-amine(cas: 18260-92-9) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Safety of 6-Chloro-2,5-dimethylpyrimidin-4-amine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia