Month: March 2022

Wang, Jin-Lin; Liu, Mei-Ling; Zou, Jian-Yu; Sun, Wen-Hui; Liu, Xue-Yuan published an article about the compound: 4-Methoxypiperidine( cas:4045-24-3,SMILESS:COC1CCNCC1 ).Product Details of 4045-24-3. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:4045-24-3) through the article.

A new strategy for aminoarylation of alkenes by copper-catalyzed SMILESs rearrangement using O-benzoylhydroxylamines as the amine reagent was described.. This method affords various β-amino amide derivatives possessing a quaternary carbon center with wide functional group tolerance and high regioselectivity. The mechanistic studies indicate that the transformation can involve aminyl radical intermediates under acid-free condition.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Electric Literature of C4H6O3. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about A novel total synthesis of kinsenoside and goodyeroside A relying on the efficient reaction of the chiral 2(5H)-furanones. Author is Zhang, Xiang; Huang, Hai-hong; Chen, Qing-hun.

A new total synthesis of the bioactive compounds, kinsenoside (I; R1 = H) and goodyeroside A (II; R2 = H), has been accomplished from readily available starting materials. The chiral 2(5H)-furanone III and its enantiomer IV were employed as the key chiral intermediates to construct the chiral glycosides V and VI with the appropriate stereochem. The spectral data of the target compounds and their acetylated derivatives (I; R1 = Ac) and (II; R2 = Ac) are identical with those of the natural and corresponding acetylated products.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Related Products of 34941-92-9. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-Chloro-2-fluoropyridine, is researched, Molecular C5H3ClFN, CAS is 34941-92-9, about Synthesis of N-alkylated 2-pyridones through Pummerer type reactions of activated sulfoxides and 2-fluoropyridine derivatives. Author is Hu, Gang; Xu, Jiaxi; Li, Pingfan.

N-Alkylated 2-pyridone products were obtained in good to excellent yields through a one-pot procedure involving either normal or interrupted Pummerer reactions between triflic anhydride activated sulfoxides and 2-fluoropyridine derivatives, followed by hydrolysis. This is a rare case that uses 2-fluoropyridine as a nucleophile in Pummerer type reactions.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2,6-Dichloro-3-fluoropyridine, is researched, Molecular C5H2Cl2FN, CAS is 52208-50-1, about 1,2,4-Triazolo-[1,5-a]pyridine HIF Prolylhydroxylase Domain-1 (PHD-1) Inhibitors With a Novel Monodentate Binding Interaction, the main research direction is triazolopyridine preparation HIF prolylhydroxylase PHD1 inhibitor monodentate binding.Application of 52208-50-1.

Herein the authors describe the identification of 4-{[1,2,4]triazolo[1,5-a]pyridin-5-yl}benzonitrile-based inhibitors of the hypoxia-inducible factor prolylhydroxylase domain-1 (PHD-1) enzyme. These inhibitors were shown to possess a novel binding mode by x-ray crystallog., in which the triazolo N1 atom coordinates in a hitherto unreported monodentate interaction with the active site Fe2+ ion, while the benzonitrile group accepts a hydrogen-bonding interaction from the side chain residue of Asn 315. Further optimization led to potent PHD-1 inhibitors with good physicochem. and pharmacokinetic properties.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 58081-05-3, is researched, SMILESS is O=C1OC[C@H](O)C1, Molecular C4H6O3Journal, Tetrahedron Letters called Structure determination and synthesis of a new cerebroside isolated from the traditional Chinese medicine Typhonium giganteum Engl., Author is Chen, Xuesong; Wu, Yu-Lin; Chen, Dihua, the main research direction is cerebroside Typhonium structure; medicinal plant typhoniside structure.Name: (R)-4-Hydroxydihydrofuran-2(3H)-one.

A new cerebroside, typhoniside A (I), with C18-4,8-sphingadienine as the long-chain base, has been isolated from the traditional Chinese medicine Typhonium giganteum Engl., and its structure was determined by 2D-NMR and MS methods. It was then synthesized using D-xylose and ascorbic acid as the chiral starting materials.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Setliff, Frank L.; Lane, Julie E. researched the compound: 2-Chloro-5-iodo-3-methylpyridine( cas:59782-89-7 ).Recommanded Product: 59782-89-7.They published the article 《Some 2,5- and 5,6-dihalonicotinic acids and their precursors. IV》 about this compound( cas:59782-89-7 ) in Journal of Chemical and Engineering Data. Keywords: pyridinecarboxylic acid dihalo; nicotinic acid dihalo; oxidation picoline; chloropyridinecarboxylic acid. We’ll tell you more about this compound (cas:59782-89-7).

The pyridinecarboxylic acids I (R = Cl, R1 = CO2H, R2 = Cl, iodo; R = Cl, R1 = Cl, iodo, R2 = CO2H) were prepared by oxidation of I (R = Cl, R1 = Me, R2 = Cl, iodo; R = Cl, R1 = Cl, iodo, R2 = Me; resp.), which were prepared by diazotization and substitution of I (R = Cl, R1 = Me, R2 = NH2; R = Cl, R1 = NH2, R2 = Me; resp.). I (R = R1 = Cl, R2 = CO2H) and NaI gave I (R = iodo, R1 = Cl, R2 = CO2H).

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Stereoselective Cobalt-Catalyzed Cross-Coupling Reactions of Arylzinc Chlorides with α-Bromolactones and Related Derivatives, the main research direction is arylated lactone diastereoselective synthesis coupling arylzinc chloride bromolactone; protected aldol diastereoselective synthesis coupling arylzinc chloride bromolactone.Recommanded Product: (R)-4-Hydroxydihydrofuran-2(3H)-one.

α-Bromolactones bearing a substituent in the β-position undergo a highly trans-diastereoselective arylation with arylzinc chlorides in the presence of 10-20% CoCl2 and 10-20% PPh3 in THF under mild conditions (25°C, 16 h) leading to optically enriched α-arylated lactones and protected aldol products (99% ee) in 52-96% yield. The synthetic utility of this arylation was demonstrated by the stereoselective preparation of an artificial rotenoid MOM-protected munduserol derivative

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 4-Chloro-2-fluoropyridine, is researched, Molecular C5H3ClFN, CAS is 34941-92-9, about Preparative-Scale Synthesis of Vedejs Chiral DMAP Catalysts.Application of 34941-92-9.

A scalable synthesis of chiral Vedejs-type DMAP catalysts is reported. The key step of the synthesis is amination of the enantiomerically pure 4-chloropyridine derivative using well-defined ZnCl2(amine)2 complexes. A series of Zn(II)-amine complexes have been synthesized to explore the scope of the ZnCl2-mediated amination of 4-halopyridines. Mechanistic studies support a Zn(II)-facilitated nucleophilic aromatic substitution as a plausible mechanism for the chlorine-to-amine exchange.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Synlett called One-Pot Approach for SNAr Reaction of Fluoroaromatic Compounds with Cyclopropanol, Author is Jin, Hao; Gao, Zhuo; Zhou, Shaodong; Qian, Chao, which mentions a compound: 34941-92-9, SMILESS is ClC1=CC(=NC=C1)F, Molecular C5H3ClFN, COA of Formula: C5H3ClFN.

A novel method for preparation of aryl cyclopropyl ethers I [Ar = 1-ClC6H4, 2-O2NC6H4, 4-chloro-2-pyridyl, etc.] via nucleophilic aromatic substitution reaction (SNAr) of fluoroarom. compounds with cyclopropanol under relatively mild conditions was developed. The reaction was performed at 75 °C with Cs2CO3 as the base and DMF as solvent, after 6 h the yield was up to 90%. Finally, various fluoroarom. compounds were employed as substrates for a test that proved a wide application scope of the method.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Quality Control of 2,6-Dichloro-3-fluoropyridine. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 2,6-Dichloro-3-fluoropyridine, is researched, Molecular C5H2Cl2FN, CAS is 52208-50-1, about 2,6-Di(arylamino)-3-fluoropyridine Derivatives as HIV Non-Nucleoside Reverse Transcriptase Inhibitors. Author is Sergeyev, Sergey; Yadav, Ashok Kumar; Franck, Philippe; Michiels, Johan; Lewi, Paul; Heeres, Jan; Vanham, Guido; Arien, Kevin K.; Vande Velde, Christophe M. L.; De Winter, Hans; Maes, Bert U. W..

New non-nucleoside reverse transcriptase inhibitors (NNRTI), which are similar in structure to earlier described di(arylamino)pyrimidines but featuring a 2,6-di(arylamino)-3-fluoropyridine, 2,4-di(arylamino)-5-fluoropyrimidine, or 1,3-di(arylamino)-4-fluorobenzene moiety instead of a 2,4-disubstituted pyrimidine moiety, are reported. The short and practical synthesis of novel NNRTI relies on two sequential Pd-catalyzed aminations as the key steps. It is demonstrated through direct comparison with reference compounds that the presence of a fluorine atom increases the in vitro anti-HIV activity, both against the wild type virus and drug-resistant mutant strains. Three compounds, e.g., I, were found to display E50 close to 1.0 nM and a very high selectivity index (>40000).

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem