Category: pyrimidines

The author of 《Photochemistry of aromatic compounds. VII. Influence of aliphatic amines on the photochemistry of 5-bromopyrimidines in methanol》 were Nasielski, J.; Kirsch-Demesmaeker, A.; Nasielski-Hinkens, R.. And the article was published in Tetrahedron in 1972. Electric Literature of C6H8N2O The author mentioned the following in the article:

Uv irradiation of 2-methoxy-, 2-phenyl- and 2-dimethylamino-5-bromopyrimidine in MeOH yields the corresponding dehalogenated, methylated and hydroxymethylated compounds Added Et2NH or Et3N strongly increases the rate of dehalogenation. Amines influence the photochemistry of these compounds by transfering an electron to the excited state of the bromopyrimidines. In addition to this study using 2-Methoxy-4-methylpyrimidine, there are many other studies that have used 2-Methoxy-4-methylpyrimidine(cas: 14001-60-6Electric Literature of C6H8N2O) was used in this study.

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.Electric Literature of C6H8N2O

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Crich, David; Yao, Qingwei published an article on January 15 ,1998. The article was titled 《Free radical chemistry of nucleosides and nucleotides Ring opening of C4′-radicals》, and you may find the article in Tetrahedron.Related Products of 122567-97-9 The information in the text is summarized as follows:

It is demonstrated that nucleotide C4′ radicals may be generated from a C4′-thioester on treatment with tributyltin hydride. When the reaction is conducted in benzene at reflux the C4′ radical expels the C3′-phosphate group to give a radical cation. This species undergoes deprotonation to an allylic radical which suffers cleavage of the deoxyribose ring. Similar reactions are observed when the reaction is conducted with tris(trimethylsilyl)silane in place of the stannane. In methanolic benzene the radical cation is trapped by methanol to give a new C4′ radical which is quenched before ring opening. The behavior of C4′ radicals toward ring opening is discussed in terms of the conformations imposed by the substituents at C3′. In the experimental materials used by the author, we found ((2S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methyl benzoate(cas: 122567-97-9Related Products of 122567-97-9)

((2S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methyl benzoate(cas: 122567-97-9) 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.Related Products of 122567-97-9

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Computed Properties of C6H6BrClN2On March 31, 1984, Sakamoto, Takao; Kondo, Yoshinori; Yamanaka, Hiroshi published an article in Synthesis. The article was 《Studies on pyrimidine derivatives; XXXV. Iodination of 2-aminopyrimidines, 4-aminopyrimidines, and 4-pyrimidinones with iodine chloride in situ》. The article mentions the following:

Iodination of pyrimidines I (R = H, Me, Me2CH, Ph; R1 = NH2; R2 = H; R3 = Me) with ICl generated in situ in AcOH gave 42-55% I (R, R1, R3 = same as above; R2 = I). Similarly, II (R, R2, R3 same as above) gave 51-72% II (R2 = I), which was chlorinated with POCl3 to give I (R, R3 = same, R1 = Cl, R2 = I), which was dechlorinated with p-MeC6H4SO2NHNH2 and Na2CO3 to give 77-87% I (R, R3 = same, R1 = H, R2 = I).5-Bromo-4-chloro-2,6-dimethylpyrimidine(cas: 69696-35-1Computed Properties of C6H6BrClN2) was used in this study.

5-Bromo-4-chloro-2,6-dimethylpyrimidine(cas: 69696-35-1) 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.Computed Properties of C6H6BrClN2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application In Synthesis of 4,6-DichloropyrimidineIn 2019 ,《Carbazole- and triphenylamine-substituted pyrimidines: synthesis and photophysical properties》 was published in Molecules. The article was written by Achelle, Sylvain; Rodriguez-Lopez, Julian; Larbani, Massinissa; Plaza-Pedroche, Rodrigo; Robin-le Guen, Francoise. The article contains the following contents:

A series of pyrimidine derivatives bearing one, two or three triphenylamine/9-ethylcarbazole substituents has been synthesized by Suzuki cross-coupling reaction. All compounds showed absorption bands in the UV region and the emission of violet-blue light upon irradiation Protonation led to quenching of the fluorescence, although some derivatives remained luminescent with the appearance of a new red-shifted band in the spectra. Accurate control of the amount of acid enabled white photoluminescence to be obtained both in solution and in solid state. In addition to this study using 4,6-Dichloropyrimidine, there are many other studies that have used 4,6-Dichloropyrimidine(cas: 1193-21-1Application In Synthesis of 4,6-Dichloropyrimidine) was used in this study.

4,6-Dichloropyrimidine(cas: 1193-21-1) 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.Application In Synthesis of 4,6-Dichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of C6H3Cl2N3In 2015 ,《2,4-diazidopyrrolo[2,3-d]pyrimidines: synthesis, ring-chain tautomerism and Cu(I)-catalyzed azide-alkyne cycloaddition reaction》 was published in Chemija. The article was written by Bucevicius, Jonas; Tumkevicius, Sigitas. The article contains the following contents:

2,4-Diazidopyrrolo[2,3-d]pyrimidines were synthesized by the reaction of the corresponding 2,4-dichloropyrrolo[2,3-d]pyrimidines with sodium azide at room temperature 2,4-Diazidopyrrolo[2,3-d]pyrimidines were exist in an equilibrium with the corresponding 5-azidopyrrolo[3,2-e]tetrazolo[1,5-c]pyrimidine. The proportion of the tetrazole tautomer increases with increasing solvent polarity. The CuAAC reaction of the obtained azides with 3-methylphenyl- and 4-biphenylylethynes afforded the corresponding 2,4-bis(4-aryl-1,2,3-triazol-1-yl)pyrrolo[2,3-d]pyrimidines.2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4Electric Literature 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. Electric Literature 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

《Oxidation of 2,4-disubstituted pyrimidines with organic peracids》 was written by Yamanaka, Hiroshi; Ogawa, Shigeru; Sakamoto, Takao. Application of 14001-60-6 And the article was included in Heterocycles on April 1 ,1981. The article conveys some information:

Reaction of 4,6-disubstituted pyrimidines with H2O2 in glacial HOAc gave the corresponding mono N-oxides. However, oxidation of pyrimidine derivatives in which the 6-position is unsubstituted gave both mono N-oxides and ring contracted 2,4-disubstituted imidazoles. In addition to this study using 2-Methoxy-4-methylpyrimidine, there are many other studies that have used 2-Methoxy-4-methylpyrimidine(cas: 14001-60-6Application of 14001-60-6) was used in this study.

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.Application of 14001-60-6

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Formula: C6H3Cl2N3In 2014 ,《Synthesis and biological evaluation of substituted 2-anilino-7H-pyrrolopyrimidines as PDK1 inhibitors》 appeared in Tetrahedron. The author of the article were O’Brien, Nathan J.; Brzozowski, Martin; Wilson, David J. D.; Deady, Leslie W.; Abbott, Belinda M.. The article conveys some information:

An efficient and scalable route for a series of novel substituted 2-aniline-7H-pyrrolopyrimidine compounds as potential inhibitors of PDK1, an important regulator of the PI3K/Akt pathway that is dysregulated in many cancers, was developed and is described. The synthetic strategy was designed around a Suzuki coupling and Buchwald-Hartwig cross-coupling of a boronate fragment and various customized aniline derivatives sequentially with 2,4-dichloro-7-tosyl-7H-pyrrolopyrimidine. All fragments were constructed sep. and cross-coupled to provide access to a range of novel compounds Biol. evaluation of these was undertaken, with modest inhibition observed The synthesis of the target compounds was achieved using N-[3-amino-5-[2-oxo-2-[[2-(1-piperidinyl)ethyl]amino]ethyl]phenyl]-1-pyrrolidinecarboxamide, 3-amino-N-[2-(1-piperidinyl)ethyl]benzeneacetamide, 3-amino-N-[2-(1-piperidinyl)ethyl]benzamide and 2,4-dichloro-7-[(4-methylphenyl)sulfonyl]-7H-Pyrrolo[2,3-d]pyrimidine as key intermediates.2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4Formula: C6H3Cl2N3) was used in this study.

2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4) 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. Formula: C6H3Cl2N3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Doll, Julianna S.; Eichelmann, Robert; Hertwig, Leif E.; Bender, Thilo; Kohler, Vincenz J.; Bill, Eckhard; Wadepohl, Hubert; Rosca, Dragos-Adrian published their research in ACS Catalysis in 2021. The article was titled 《Iron-Catalyzed Trimerization of Terminal Alkynes Enabled by Pyrimidinediimine Ligands: A Regioselective Method for the Synthesis of 1,3,5-Substituted Arenes》.Name: 2,4,6-Trichloropyrimidine The article contains the following contents:

The development of pyrimidine-based analogs of the well-known pyridinediimine (PDI) iron complexes e.g., I enables access to a functional-group-tolerant methodol. for the catalytic trimerization of terminal aliphatic alkynes RCC (R = 4-fluorophenyl, Bu, cyclopropyl, thiophen-2-yl, etc.). Remarkably, in contrast to established alkyne trimerization protocols, the 1,3,5-substituted arenes 1,3,5-R3C6H3 are the main reaction products. Preliminary mechanistic investigations suggest that the enhanced π-acidity of the pyrimidine ring, combined with the hemilability of the imine groups coordinated to the iron center, facilitates this transformation. The entry point in the catalytic cycle is an isolable iron dinitrogen complex. The catalytic reaction proceeds via a 1,3-substituted metallacycle, which explains the observed 1,3,5-regioselectivity. Such a metallacycle could be isolated and represents a rare 1,3-substituted ferracycle obtained through alkyne cycloaddition In the experimental materials used by the author, we found 2,4,6-Trichloropyrimidine(cas: 3764-01-0Name: 2,4,6-Trichloropyrimidine)

2,4,6-Trichloropyrimidine(cas: 3764-01-0) 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.Name: 2,4,6-Trichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Molecular design and preparation of 2-aminothiazole sulfanilamide oximes as membrane active antibacterial agents for drug resistant Acinetobacter baumannii》 was written by Wang, Juan; Zhang, Peng-Li; Ansari, Mohammad Fawad; Li, Shuo; Zhou, Cheng-He. Related Products of 3934-20-1 And the article was included in Bioorganic Chemistry in 2021. The article conveys some information:

A series of 2-aminothiazole sulfanilamide oximes were developed as new membrane active antibacterial agents to conquer the microbial infection. Benzoyl derivative 10c was preponderant for the treatment of drug-resistant A. baumannii infection in contrast to norfloxacin and exerted excellent biocompatibility against mammalian cells including erythrocyte and LO2 cell line. Meanwhile, it had ability to eradicate established biofilm to alleviate the resistance burden. Mechanism investigation elucidated that compound 10c was able to disturb the membrane effectively and inhibit lactic dehydrogenase, which led to cytoplasmic content leakage. The cellular redox homeostasis was interfered via the production of reactive oxygen and nitrogen species (RONS), which further contributed to respiratory pathway inactivation and reduction of GSH activity. This work indicated that 2-aminothiazole sulfanilamide oximes could be a promising start for the exploitation of novel antibacterial agents against pathogens. In addition to this study using 2,4-Dichloropyrimidine, there are many other studies that have used 2,4-Dichloropyrimidine(cas: 3934-20-1Related Products of 3934-20-1) was used in this study.

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.Related Products of 3934-20-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 2016,Wang, Mengzhou; Zhang, Yanyan; Wang, Tao; Wang, Chao; Xue, Dong; Xiao, Jianliang published 《Story of an Age-Old Reagent: An Electrophilic Chlorination of Arenes and Heterocycles by 1-Chloro-1,2-benziodoxol-3-one》.Organic Letters published the findings.Formula: C6H3Cl2N3 The information in the text is summarized as follows:

By the use of 1-chloro-1,2-benziodoxol-3-one, an age-old reagent, the practical and efficient chlorination method is achieved. This hypervalent iodine reagent is amenable not only to the chlorination of nitrogen-containing heterocycles but also to selected classes of arenes, BODIPY dyes, and pharmaceuticals. In addition, the advantages, such as easy preparation and recyclable, air- and moisture-stable, in combination with the success in a gram-scale experiment grant this reagent great potential for industrial application. In the part of experimental materials, we found many familiar compounds, such as 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4Formula: C6H3Cl2N3)

2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4) 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. Formula: C6H3Cl2N3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia