Category: 14001-69-5

《N-Nitroheterocycles: Bench-Stable Organic Reagents for Catalytic Ipso-Nitration of Aryl- and Heteroarylboronic Acids》 was written by Zhang, Kun; Budinska, Alena; Passera, Alessandro; Katayev, Dmitry. Formula: C5H5N3O3 And the article was included in Organic Letters on April 3 ,2020. The article conveys some information:

Photocatalytic and metal-free protocols to access various aromatic and heteroaromatic nitro compounds through ipso-nitration of readily available boronic acid derivatives were developed using non-metal-based, bench-stable, and recyclable nitrating reagents. These methods are operationally simple, mild, regioselective and possess excellent functional group compatibility, delivering desired products in up to 99% yield. In addition to this study using 2-Methoxy-5-nitropyrimidine, there are many other studies that have used 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Formula: C5H5N3O3) was used in this study.

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.Formula: C5H5N3O3

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

Onys’ko, P. P.; Gololobov, Yu. G.; Remennikov, G.; Cherkasov, V. M. published an article in Zhurnal Obshchei Khimii. The title of the article was 《Anion σ-complexes of phosphorus compounds. VII. σ-Complexes of dialkylphosphites with 5-nitropyrimidines》.Formula: C5H5N3O3 The author mentioned the following in the article:

Reaction of I (R = H, MeO, Ph; R1 = H) with (R2O)2P(O)H (R2 = Me, Et) in presence of Et3N gave II (R, R1, R2, as above). Similar reaction of I (R = H, MeO, R1 = MeO) with (R2O)2P(O)H (R2 = Me, Et) gave III via the corresponding intermediate II. In the experiment, the researchers used many compounds, for example, 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Formula: C5H5N3O3)

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.Formula: C5H5N3O3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The author of 《Zwitterionic σ-complexes: their role as intermediates in phosphorylation of aromatics by phosphorus compounds》 were Gololobov, Yu. G.; Onys’ko, P. P.. And the article was published in ACS Symposium Series in 1981. COA of Formula: C5H5N3O3 The author mentioned the following in the article:

Reaction of P(III) compounds with 1,3,5-(O2N)3C6H3 in Me2SO gave σ-complexes I [PR3 = P(OEt)3, PPh(OEt)2, P(OEt)Ph2, P(O)(OEt)2], which were stabilized without a dissociated cation in contrast to ordinary Meisenheimer σ-complexes. 5-Nitropyrimidines do not form stable σ-complexes with (RO)3P or (RO)2P(O)H without bases. II [R = alkyl; R1 = H, MeO, Ph, R2 = H; R1 = H, MeO, R2 = MeO] were prepared only in the presence of Et3N. In addition to this study using 2-Methoxy-5-nitropyrimidine, there are many other studies that have used 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5COA of Formula: C5H5N3O3) was used in this study.

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.COA of Formula: C5H5N3O3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Category: pyrimidinesOn March 12, 1982, Barczynski, P.; Van der Plas, H. C. published an article in Journal of Organic Chemistry. The article was 《Ring transformations in reactions of heterocyclic compounds with nucleophiles. Part 24. Pyrimidines. Part 86. Conversion of 5-nitropyrimidine into 2-substituted 5-nitropyrimidine and 2-amino-5-nitropyridines by amidines》. The article mentions the following:

The reaction of 5-nitropyrimidine (I) with benzamidine, pivalamidine, acetamidine, propionamidine, α-phenylacetamidine, O-methylisourea hydrochlorides, and cyanamide in ethanolic solution in the presence of Et3N was investigated. I and alkyl(aryl)amidines, having no active methylene groups attached to the amidine moiety (pivalamidine, benzamidine), gave the corresponding 2-substituted 5-nitropyrimidines in good yields. With acetamidine and propionamidine, 2-amino-5-nitropyridines were also formed; with α-phenylacetamidine a 2-amino-5-nitropyridine derivative was obtained exclusively. The reaction of I with both O-methylisourea and cyanamide leads to 2-amino-5-nitropyrimidine. These reactions provide new examples of degenerate ring transformations of the pyrimidine ring system and of the ring transformation of pyrimidines into pyridines. After reading the article, we found that the author used 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Category: pyrimidines)

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.Category: pyrimidines

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The author of 《Useful preparations involving the reactions of nucleophiles with trimethylammonio derivatives of nitrogen heterocycles》 were Barlin, G. B.; Young, A. C.. And the article was published in Journal of the Chemical Society in 1972. Quality Control of 2-Methoxy-5-nitropyrimidine The author mentioned the following in the article:

Alkoxy, amino, propylamino, hydrazino, mercapto, fluoro, and cyano derivatives of pyridine, pyrimidine, quinoline, quinazoline, and purine were prepared by treatment of the corresponding trimethylammonio compound with the appropriate nucleophile; thus, 71% 4-(propyl-amino)pyrimidine was prepared from trimethyl-4-pyrimidinyl-ammonium salt and PrNH2. In the part of experimental materials, we found many familiar compounds, such as 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Quality Control of 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.Quality Control of 2-Methoxy-5-nitropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 2018,Journal of Physical Organic Chemistry included an article by Yuan, Hua; Li, Meng-Yang; Chen, Chun-Ni; Zhang, Yan; Liu, Wan-Qiang. Recommanded Product: 14001-69-5. The article was titled 《Substituent effects on the UV absorption energy of 2,5-disubstituted pyrimidines》. The information in the text is summarized as follows:

Pyrimidine-containing mols. have been extensively investigated in organic light emitting devices (OLEDs), solar cells, liquid crystals, and so on due to their perfect photoelec. properties. UV absorption is one of the interesting photoelec. properties. Systematical study of the substituent effects on the UV absorption energy of pyrimidine derivatives will guide to design functional mols. with specific photoelec. properties. In this paper, thirty-seven 2-X-5-Y pyrimidines with various substituents (X/Y=NH2, CH3, OCH3, NMe2, CF3, NO2, Cl, Br, I) were synthesized, and their UV spectra were recorded in anhydrous ethanol. The maximum absorption wavelength λmax(nm) were obtained and converted to wavenumber νmax(cm-1) (νmax = 1/λmax) for quant. structure-property relationship study. Hammett parameters (σ, σF, σR), electronegativity (χ), the excited-state substituent effect parameter (σCCex), and the heavy atom effect indicator (D) were employed as descriptors characterizing the mol. structure. By stepwise regression, a 5-descriptor linear regression model was built as νmax = 35 864.8122 + 6743.7901σR(X) + 8587.9937σR(Y) – 2042.7280Δσ2 + 1106.0034D(X) + 1451.8873χ(X) (R = 0.9861, S = 693.70, ARD = 1.49%, F = 218.68, Rcv = 0.9775, Scv = 881.25, ARDcv = 1.82%, n = 37). The model is proved of good stability and predictive performance by leave-one-out cross validation. Compared with the benzylideneaniline derivatives with CN bridge group, the substituent effects on the UV absorption energy of 2,5-disubstituted pyrimidines are quite different and much more complex. In the experiment, the researchers used 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Recommanded Product: 14001-69-5)

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Recommanded Product: 14001-69-5

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Marcelis, A. T. M.; Van der Plas, H. C.; Harkema, S. published an article on January 25 ,1985. The article was titled 《Ring transformations of heterocycles with nucleophiles. 32. Cycloadditions of 5-nitropyrimidines with ynamines. Synthesis and crystal structure of a 2,2a-dihydroazeto[2,3-d]-3,5-diazocine, a novel heterocycle》, and you may find the article in Journal of Organic Chemistry.Synthetic Route of C5H5N3O3 The information in the text is summarized as follows:

5-Nitropyrimidine and its 2-Me, 2-Ph and 2-methoxy derivatives react with 1-(diethylamino)propyne to yield 2,2a-dihydroazeto[2,3-d]-3,5-diazocine 1-oxides I (R = H, Me, Ph, OMe). The crystal structure of N,N-diethyl-2,2a-dihydro-2,4,7-trimethyl-6-(diethylamino)azeto[2,3-d]-3,5-diazocine-2-carboxamide 1-oxide was determined The mechanism for the formation of this novel type of heterocycle is discussed. The experimental part of the paper was very detailed, including the reaction process of 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Synthetic Route of C5H5N3O3)

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Synthetic Route of C5H5N3O3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 14001-69-5On May 12, 2022 ,《Parallel Optimization of Potency and Pharmacokinetics Leading to the Discovery of a Pyrrole Carboxamide ERK5 Kinase Domain Inhibitor》 appeared in Journal of Medicinal Chemistry. The author of the article were Miller, Duncan C.; Reuillon, Tristan; Molyneux, Lauren; Blackburn, Timothy; Cook, Simon J.; Edwards, Noel; Endicott, Jane A.; Golding, Bernard T.; Griffin, Roger J.; Hardcastle, Ian; Harnor, Suzannah J.; Heptinstall, Amy; Lochhead, Pamela; Martin, Mathew P.; Martin, Nick C.; Myers, Stephanie; Newell, David R.; Noble, Richard A.; Phillips, Nicole; Rigoreau, Laurent; Thomas, Huw; Tucker, Julie A.; Wang, Lan-Zhen; Waring, Michael J.; Wong, Ai-Ching; Wedge, Stephen R.; Noble, Martin E. M.; Cano, Celine. The article conveys some information:

The nonclassical extracellular signal-related kinase 5 (ERK5) mitogen-activated protein kinase pathway has been implicated in increased cellular proliferation, migration, survival, and angiogenesis; hence, ERK5 inhibition may be an attractive approach for cancer treatment. However, the development of selective ERK5 inhibitors has been challenging. Previously, we described the development of a pyrrole carboxamide high-throughput screening hit into a selective, submicromolar inhibitor of ERK5 kinase activity. Improvement in the ERK5 potency was necessary for the identification of a tool ERK5 inhibitor for target validation studies. Herein, we describe the optimization of this series to identify nanomolar pyrrole carboxamide inhibitors of ERK5 incorporating a basic center, which suffered from poor oral bioavailability. Parallel optimization of potency and in vitro pharmacokinetic parameters led to the identification of a nonbasic pyrazole analog with an optimal balance of ERK5 inhibition and oral exposure. In the experiment, the researchers used 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Related Products of 14001-69-5)

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.Related Products of 14001-69-5

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The author of 《Interaction of heterocycles and nucleophiles: sigma complexes formed from methoxide ion and some 5-nitropyrimidines and comparison with those from 2,4,6-trinitroanisole》 were Biffin, Malcolm E. C.; Miller, Joseph; Moritz, A. G.; Paul, David B.. And the article was published in Australian Journal of Chemistry in 1969. HPLC of Formula: 14001-69-5 The author mentioned the following in the article:

The sigma complexes formed from the reaction of MeO- with 5-nitropyrimidine and its monomethoxy derivatives were examined spectroscopically. Structural ambiguities resulting from the lower symmetry of the nitropyrimidines compared with the trinitrobenzenes were resolved by selective deuteration. Comparison is made with sigma complex formation from 2,4,6-trinitroanisole and the question of kinetic against thermodynamic control is considered with reference to theoretically derived potential energy-reaction coordinate profiles for protic solvents. The calculations are extended qual. to consider reactions in an aprotic solvent.2-Methoxy-5-nitropyrimidine(cas: 14001-69-5HPLC of Formula: 14001-69-5) was used in this study.

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.HPLC of Formula: 14001-69-5

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia