Category: 38275-56-8

Hurst, Derek T. published the artcileThe synthesis of some halopyrimidines and some routes to cyanopyrimidines, Safety of 5-Chloropyrimidine-2-carbonitrile, the main research area is pyrimidine halo cyano; cyanopyrimidine; halopyrimidine.

Pyrimidines substituted with halo or cyano groups were prepared by several methods. E.g., direct bromination of I gave the bromopyrimidinol II, which with POCl3 gave bromochloropyrimidine III. Chloropyrimidine IV was converted into the cyano derivative V by heating with Me3N in benzene and then in a melt of KCN in AcNH2.

Heterocycles published new progress about pyrimidine halo cyano; cyanopyrimidine; halopyrimidine. 38275-56-8 belongs to class pyrimidines, name is 5-Chloropyrimidine-2-carbonitrile, and the molecular formula is C5H2ClN3, Safety of 5-Chloropyrimidine-2-carbonitrile.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Prakash, Anjanappa published the artcileEfficient indoles and anilines syntheses employing tert-butyl sulfinamide as ammonia surrogate, HPLC of Formula: 38275-56-8, the main research area is aniline sulfinamide tert butyl preparation; aryl halide amination tert butyl sulfinamide palladium catalyst; indole preparation bromophenylethyne cross coupling tert butyl sulfinamide palladium.

Tert-Bu sulfinamide is an ammonia equivalent for the palladium-catalyzed amination of aryl bromides and aryl chlorides. Using these amine derivatives, it has been observed that substituted indoles and anilines with sensitive functional groups can be readily prepared This surrogate has also been used for the synthesis of indoles from (2-bromophenyl)ethynes using palladium-catalyzed cross coupling reaction as the key step.

Tetrahedron Letters published new progress about Amination. 38275-56-8 belongs to class pyrimidines, name is 5-Chloropyrimidine-2-carbonitrile, and the molecular formula is C5H2ClN3, HPLC of Formula: 38275-56-8.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Yamanaka, Hiroshi published the artcileStudies on pyrimidine derivatives. XXXIX. Site-selectivity in the reaction of 5-substituted and 4,5-disubstituted pyrimidine N-oxides with trimethylsilyl cyanide, Quality Control of 38275-56-8, the main research area is Reissert Henze pyrimidine oxide regiochem; methylsilyl cyanide pyrimidine oxide reaction; pyrimidinecarbonitrile.

The site-selectivity in the modified Reissert-Henze reaction of pyrimidine 1-oxides I (R = OMe, R1 = Ph, Me, OMe, Br, Cl) with Me3SiCN gave pyrimidinecarbonitriles II (R = OMe, same R1, R2 = H, R3 = cyano) in 53-95% yields, whereas I (R = H, Ph, Me, same R1) gave mainly II (R = H, Ph, Me, same R1, R2 = cyano, R3 = H).

Chemical & Pharmaceutical Bulletin published new progress about Regiochemistry. 38275-56-8 belongs to class pyrimidines, name is 5-Chloropyrimidine-2-carbonitrile, and the molecular formula is C5H2ClN3, Quality Control of 38275-56-8.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sinha, Sarmistha published the artcileElectrophilicity of Pyridazine-3-carbonitrile, Pyrimidine-2-carbonitrile, and Pyridine-carbonitrile Derivatives: A Chemical Model To Describe the Formation of Thiazoline Derivatives in Human Liver Microsomes, Computed Properties of 38275-56-8, the main research area is electrophilicity model pyridazine pyrimidine pyridine carbonitrile cysteine adduct; thiazoline liver microsome glutathione acetylcysteine cysteine protease inhibitor.

Certain aromatic nitriles are well-known inhibitors of cysteine proteases. The mode of action of these compounds involves the formation of a reversible or irreversible covalent bond between the nitrile and a thiol group in the active site of the enzyme. However, the reactivity of these aromatic nitrile-substituted heterocycles may lead inadvertently to nonspecific interactions with DNA, protein, glutathione, and other endogenous components, resulting in toxicity and complicating the use of these compounds as therapeutic agents. In the present study, the intrinsic reactivity and associated structure-property relationships of cathepsin K inhibitors featuring substituted pyridazines [6-phenylpyridazine-3-carbonitrile, 6-(4-fluorophenyl)pyridazine-3-carbonitrile, 6-(4-methoxyphenyl)pyridazine-3-carbonitrile, 6-p-tolylpyridazine-3-carbonitrile], pyrimidines [5-p-tolylpyrimidine-2-carbonitrile, 5-(4-fluorophenyl)pyrimidine-2-carbonitrile], and pyridines [5-p-tolylpicolinonitrile and 5-(4-fluorophenyl)picolinonitrile] were evaluated using a combination of computational and anal. approaches to establish correlations between electrophilicity and levels of metabolites that were formed in glutathione- and N-acetylcysteine-supplemented human liver microsomes. Metabolites that were characterized in this study featured substituted thiazolines that were formed following rearrangements of transient glutathione and N-acetylcysteine conjugates. Peptidases including γ-glutamyltranspeptidase were shown to catalyze the formation of these products, which were formed to lesser extents in the presence of the selective γ-glutamyltranspeptidase inhibitor acivicin and the nonspecific peptidase inhibitors phenylmethylsulfonyl fluoride and aprotinin. Of the chem. series mentioned above, the pyrimidine series was the most susceptible to metabolism to thiazoline-containing products, followed, in order, by the pyridazine and pyridine series. This trend was in keeping with the diminishing electrophilicity across these series, as demonstrated by in silico modeling. Hence, mechanistic insights gained from this study could be used to assist a medicinal chem. campaign to design cysteine protease inhibitors that were less prone to the formation of covalent adducts.

Chemical Research in Toxicology published new progress about Electrophilicity. 38275-56-8 belongs to class pyrimidines, name is 5-Chloropyrimidine-2-carbonitrile, and the molecular formula is C5H2ClN3, Computed Properties of 38275-56-8.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sharma, Lalit Kumar published the artcileLipE guided discovery of isopropylphenyl pyridazines as pantothenate kinase modulators, Related Products of pyrimidines, the main research area is isopropylphenyl pyridazine derivative panthothenate kinase lipophilic ligand efficiency; Hit-to-lead; Lipophilic ligand efficiency; Pantothenate Kinase; Pyridazine.

Pantothenate kinase (PANK) is the critical regulator of intracellular levels of CoA and has emerged as an attractive target for treating neurol. and metabolic disorders. This report describes the optimization, synthesis, and full structure-activity relationships of a new chem. series of pantothenate competitive PANK inhibitors. Potent drug-like mols. were obtained by optimizing a high throughput screening hit, using lipophilic ligand efficiency (LipE) derived from human PANK3 IC50 values to guide ligand development. X-ray crystal structures of PANK3 with index inhibitors from the optimization were determined to rationalize the emerging structure activity relationships. The anal. revealed a key bidentate hydrogen bonding interaction between pyridazine and R306′ as a major contributor to the LipE gain observed in the optimization. A tractable series of PANK3 modulators with nanomolar potency, excellent LipE values, desirable physicochem. properties, and a well-defined structural binding mode was produced from this study.

Bioorganic & Medicinal Chemistry published new progress about Crystal structure. 38275-56-8 belongs to class pyrimidines, name is 5-Chloropyrimidine-2-carbonitrile, and the molecular formula is C5H2ClN3, Related Products of pyrimidines.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Budesinsky, Zdenek published the artcileNucleophilic substitutions in the 2-methane sulfonylpyrimidine series, Computed Properties of 38275-56-8, the main research area is pyrimidine methanesulfonyl methoxide; methoxy cyano pyrimidine; sweet taste pyrimidine; oxidation methylthiopyrimidine.

Oxidation of 5-substituted 2-methylthiopyrimidines gave the 2-methylsulfonyl derivatives, the nucleophilic substitution of which with NaOMe, N2H4, PhCH2NH2, NaCN, NaSH, and NaCH(CN)CO2Me gave the appropriate 5-substituted 2-methoxy-, 2-mercapto-, 2-hydrazino, 2-benzylamino-, 2-cyano-, and 2-(methoxycarbonylcyano-methyl)pyrimidine. 2-Methylsulfonyl-5-fluoropyrimidine (I) treated at 0° with NaOMe gave 2-methoxy-5-fluoropyrimidine but at a higher temperature and with excess NaOMe, 2,5-dimethoxypyrimidine was formed. I and N2H4 gave 5-hydrazino-2-meth-ylsulfonylpyrimidine. 5-Benzylamino-2-methylsulfonylpyri-midine was prepared analogously. At 10-20°, the reaction of 2 methylsulfonyl-5-halo(fluoro, chloro, bromo)pyrimidines with-NaCN gave the 2-cyano derivatives but at a higher temperature, 2-cyano-5-methylsulfonylpyrimidine was formed. 2-Cyano-5-methylpyrimidine, 2-cyano-5-methoxypyrimidine, 2-cyano-5-fluoropyrimidine, 2-cyano-5-chloropyrimidine, and 2-cyano-5-bromopyrimidine exhibited an intensive sweet taste.

Collection of Czechoslovak Chemical Communications published new progress about Substitution reaction. 38275-56-8 belongs to class pyrimidines, name is 5-Chloropyrimidine-2-carbonitrile, and the molecular formula is C5H2ClN3, Computed Properties of 38275-56-8.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Kolar, Michal published the artcileThe strength and directionality of a halogen bond are co-determined by the magnitude and size of the σ-hole, Synthetic Route of 38275-56-8, the main research area is halogen bond strength directionality sigma hole magnitude size effect.

The σ-holes of halogen atoms on various aromatic scaffolds were described in terms of their size and magnitude. The electrostatic potential maps at the CAM-B3LYP-D3(bj)/def2-QZVP level were calculated and the σ-holes of >100 aromatic analogs were thoroughly analyzed to relate the σ-holes to the binding preferences of the halogenated compounds Both the size and magnitude of the σ-hole increase when passing from chlorinated to iodinated analogs. Also, the σ-hole properties were studied upon chem. substitution of the aromatic ring as well as in the aromatic ring. Further, the angular variations of the interactions were studied on a selected set of halogenbenzene complexes with argon and hydrogen fluoride (HF). To analyze interaction energy components, DFT-SAPT angular scans were performed. The interaction energies of bromobenzene complexes were evaluated at the CCSD(T)/complete basis set level providing the benchmark energetic data. The strength of the halogen bond between halogenbenzenes and Ar atoms and HF mols. increases while its directionality decreases when passing from chlorine to iodine. The decrease of the directionality of the halogen bond is larger for a HF-containing complex and is caused by electrostatic and exchange-repulsion energies. These findings are especially valuable for protein-halogenated ligand-binding studies, applied in the realm of rational drug development and lead optimization.

Physical Chemistry Chemical Physics published new progress about Aryl halides Role: PRP (Properties). 38275-56-8 belongs to class pyrimidines, name is 5-Chloropyrimidine-2-carbonitrile, and the molecular formula is C5H2ClN3, Synthetic Route of 38275-56-8.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 38275-56-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 38275-56-8, name is 5-Chloropyrimidine-2-carbonitrile, molecular formula is C5H2ClN3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A solution of 5-chloropyrimidine-2-carbonitrile (4.9 g, 35.5 mmol, 1 equiv) in MeOH (10 mL) was added HCl/MeOH (4 mol/L, 155 mL, 620.0 mmol, 17.5 equiv) at 0C. The mixture was stirred at 65C overnight. The reaction mixture was concentrated and the residue was charged with Na2CCh (10% aq., 50 mL), extracted with DCM (3*50 mL). The combined organic phase was washed with brine, dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by reverse phase HPLC (eluted with MeOfWLO = 5/95 ~ 95/5) to afford the title compound methyl 5-chloropyrimidine-2- carboxylate as a white solid (3.0 g, 49.0% yield). H NMR (400 MHz, DMSO-de) d: 9.12 (s, 2 H), 3.92 (s, 3 H). LC-MS: m/z 173.0 (M+H)+

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 38275-56-8, 5-Chloropyrimidine-2-carbonitrile.

Reference:
Patent; ANNAPURNA BIO INC.; TANG, Haifeng; BOYCE, Sarah; HANSON, Michael; NIE, Zhe; (213 pag.)WO2019/169193; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 38275-56-8, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 38275-56-8 as follows.

Step 1 : 5-Chloropyrimidine-2-carbonitrile (CAS 38275-56-8, 10 g) and hydroxylamine hydrochloride (5.23 g) were combined in Ethanol (107 ml) and stirred for 5 min. Sodium hydroxide (1M in Water, 72.4 ml) was added at room temperature. The mixture was stirred for 35 min. The mixture was diluted with ice and water. The precipitated solid was collected by filtration, washed with cold water and dried to give 5-chloro-N’-hydroxypyrimidine-2- carboximidamide (10.14 g) as colorless solid. MS: m/z = 173.0 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,38275-56-8, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; DOLENTE, Cosimo; GUBA, Wolfgang; HAAP, Wolfgang; OBST SANDER, Ulrike; PETERS, Jens-Uwe; WOLTERING, Thomas; (99 pag.)WO2016/150785; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 38275-56-8, name is 5-Chloropyrimidine-2-carbonitrile. A new synthetic method of this compound is introduced below., Recommanded Product: 38275-56-8

Embodiment 10 2-cyano-5-((4,4-dimethylthiochroman-6-yl)ethynyl)pyrimidine Commercially available 4,4-dimethyl-6-ethynylthiochroman (202.8mg, 1.0mmol) and 2-cyano-5-chloropyrimidine (93mg, 0.67mmol) used as raw material were added to a flask, followed by addition of Pd(PPh3)2Cl2 (23mg, 0.03mmol) and CuI (19mg, 0.1mmol). After the flask was purged with argon for 3 times to remove oxygen, 2mL dry DMF and 0.25mL dry Et3N were added via syringe. The reaction was continued at 50C for 22 h and monitored by TLC. After completion of the reaction, the reaction solution was cooled to room temperature and the reaction was quenched with saturated ammonium chloride solution. The mixture was diluted with ethyl acetate, washed with saturated ammonium chloride solution and saturated sodium chloride solution. The organic phase was dried over anhydrous sodium sulfate, filtered, concentrated and purified by flash column chromatography (PE:EtOAc = 30:1) to give WYC-202 (133mg, 65%). 1H NMR (400 MHz, CDCl3) delta 8.89 (s, 2H), 7.55 (d, J = 1.6 Hz, 1H), 7.21 (dd, J = 8.2, 1.7 Hz, 1H), 7.11 (d, J = 8.2 Hz, 1H), 3.11 – 3.03 (m, 2H), 2.01 – 1.93 (m, 2H), 1.35 (s, 6H); 13C NMR (126 MHz, CDCl3) delta 159.21, 142.59, 141.79, 136.33, 130.15, 129.31, 126.98, 122.88, 116.13, 115.70, 101.85, 81.24, 37.02, 33.15, 30.02, 23.42. ESI(+)-MS: 306.3 [M+1]+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 38275-56-8, 5-Chloropyrimidine-2-carbonitrile.

Reference:
Patent; Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences; Huazhong University of Science and Technology; CAO, Xin; YU, Biao; WANG, Ning; CHEN, Junwei; (88 pag.)EP3428155; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia