Category: naphthyridine

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Formation of α-chiral centers by asymmetric β-C(sp3)-H arylation, alkenylation, and alkynylation, published in 2017-02-03, which mentions a compound: 2689-65-8, mainly applied to enantioselective arylation alkenylation alkynylation isobutyric acid amide organic iodide, Recommanded Product: 5-Iodo-2-furaldehyde.

The enzymic β-C-H hydroxylation of the feedstock chem. isobutyric acid has enabled the asym. synthesis of a wide variety of polyketides. The analogous transition metal-catalyzed enantioselective β-C-H functionalization of isobutyric acid-derived substrates should provide a versatile method for constructing useful building blocks with enantioenriched α-chiral centers from this abundant C-4 skeleton. However, the desymmetrization of ubiquitous iso-Pr moieties by organometallic catalysts has remained an unanswered challenge. Herein, the authors report the design of chiral mono-protected aminomethyl oxazoline ligands that enable desymmetrization of iso-Pr groups via palladium insertion into the C(sp3)-H bonds of one of the prochiral Me groups. We detail the enantioselective β-arylation, -alkenylation, and -alkynylation of isobutyric acid/2-aminoisobutyric acid derivatives, which may serve as a platform for the construction of α-chiral centers.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Direct Synthesis of Water-Tolerant Alkyl Indium Reagents and Their Application in Palladium-Catalyzed Couplings with Aryl Halides, published in 2011, which mentions a compound: 2689-65-8, mainly applied to alkyl halide indium insertion reaction; water tolerant alkyl indium reagent preparation coupling aryl halide, Application In Synthesis of 5-Iodo-2-furaldehyde.

A mild, efficient and straightforward method for the synthesis of water-tolerant alkyl indium reagent through CuCl-mediated direct insertion of indium into alkyl halide in THF at room temperature is described.

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1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Evaluation of the reactivity of furan series aldehydes in catalytic acetalation, the main research direction is substituent effect furfuraldehydes acetalations; furfuraldehydes acetalations reactivity evaluation; reactivity evaluation furfuraldehydes acetalations; acetalations furfuraldehydes reactivity evaluation.Recommanded Product: 5-Iodo-2-furaldehyde.

First order rate constants, k, are given for the formation, at 80°, of acetals between BuOH, trimethylolethane, trimethylolpropane, or pentaerythritol dichloranhydride and furfuraldehyde or 5-methyl-, chloro-, bromo-, iodo-, or nitrofurfuraldehyde. For equimolar reactant ratios, a 1st order relation is obtainable even though the reaction appears to be bimol. in nature. Velocities increase in the order: Me < Cl < Br < I < NO2, and decrease with increasing size and weight of the polyol. In a given solvent, a linear dependence is noted between the k-band in the absorption spectrum of the aldehyde and the rate constant for the reaction with a given alc., indicating that prediction of rate constants may be feasible by this means. From this literature《Evaluation of the reactivity of furan series aldehydes in catalytic acetalation》,we know some information about this compound(2689-65-8)Recommanded Product: 5-Iodo-2-furaldehyde, but this is not all information, there are many literatures related to this compound(2689-65-8).

Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5-Iodo-2-furaldehyde(SMILESS: IC1=CC=C(O1)C=O,cas:2689-65-8) is researched.Category: furans-derivatives. The article 《Study of the first harmonic of the carbonyl stretching vibration of furfural and 5-substituted derivatives》 in relation to this compound, is published in Revista CENIC, Ciencias Fisicas. Let’s take a look at the latest research on this compound (cas:2689-65-8).

The solvent effect on the frequencies of the 1st harmonic of the CO group stretching vibrations in furfural and its 5-NO2, 5-Br, 5-I, 5-Me, or 5-Me2N derivatives was examined The transitions were assigned to the 00 cis and 00 trans rotamers. The 5-substituent affected the CO stretch analogously to the effects of p-substituents on the CO stretch in BzH; the rotamer CO stretching frequencies showed a LFER with σp.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – 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: 2689-65-8, is researched, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2Journal, Collection of Czechoslovak Chemical Communications called Synthesis and spectral properties of 2-(5-R-2-furylmethylene)-3-oxobutanenitriles, Author is Marchalin, Stefan; Mamani, Lucy Nieves Hinojosa; Ilavsky, Dusan; Pronayova, Nada; Lesko, Jan, the main research direction is furylmethyleneoxobutanenitrile; butanenitrile furylmethylene; condensation furaldehyde aminobutenenitrile; substituent effect conjugation furylethylene system; LFER furylmethyleneoxobutanenitrile; structure property furylmethyleneoxobutanenitrile.Application of 2689-65-8.

Substituted 2-(5-R-2-furylmethylene)-3-oxobutanenitriles I (R = H, halo, Ph, etc.) were obtained by condensation of the corresponding 5-R-2-furaldehydes II with 3-amino-2-butenenitrile in acid medium. Relation between the structure and spectral properties (NMR, IR, UV, MS) is presented and the influence of substituents in position 5 of the furan ring on the conjugated 2-furylethylene system is discussed.

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1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Thermal decomposition [of peat] in aqueous media》. Authors are Kaganovich, F. L.; Rakovskii, V. E..The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Recommanded Product: 5-Iodo-2-furaldehyde. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

cf. preceding and following abstracts In the presence of excess H2O and steam, sapon, of esters is much more complete than during other kinds of pyrolysis. Large increases in amounts of HCO2H recovered indicate its formation by reaction of H2O with methoxyfurfural. Saponification of phenylglucosides and similar compounds is responsible for the increased yields of phenols. For the highest yields of volatile fatty acids, the temperature of wet carbonization should be 350° and the moisture content of the initial product ≥75%. Humic and uronic acids form unstable hydrates during wet carbonization and the temperature of decarboxylation is depressed by as much as 100% hence larger amounts of CO2 are evolved at lower temperatures

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Catalytic hydrogenation of coumarone》. Authors are Shuikin, N. I.; Dmitriev, I. I.; Dobrynina, T. P..The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).COA of Formula: C5H3IO2. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

Hydrogenation of coumarone (I) was carried on by the method and with the catalysts previously described (C. A. 33, 1316.1-2). Under all the conditions used the reaction is accompanied by partial cleavage of the furan ring and the formation of 2-ethylcyclohexanol (II) and β-cyclohexylethyl alc. (III). Passing I with H over Pd deposited on asbestos at 175° formed up to 80% octahydrocoumarone (IV), II and some III. In a similar reaction with the Ni catalyst the yield of II was increased to about 50% and that of IV reduced to 21-2%. The liquid-phase hydrogenation of I in EtOH at 20-50° and atm. pressure in the presence of Pt black and platinized charcoal proceeds analogously, but with the intermediate formation of coumaran (2,3-dihydrobenzofuran). IV, b750 170-2°, d420 0.9636, nD20 1.4683, M. R. 36.4. II, b756 182-4°, d420 0.9214, nD20 1.4631, M. R. 38.31. III, b756 203-6°, d420 0.9162, nD20 1.4643.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – 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, Article, Journal of Organic Chemistry called Pyrimidine nucleosides. I. Synthesis of 6-methylcytidine, 6-methyluridine, and related 6-methylpyrimidine nucleosides, Author is Winkley, Michael W.; Robins, Roland K., which mentions a compound: 16710-11-5, SMILESS is CSC1=NC(O)=NC(C)=C1, Molecular C6H8N2OS, Synthetic Route of C6H8N2OS.

Synthesis of 6-methylprimidine nucleosides was realized. 6-Methylcytidine (I) and 6-methyl-2′-deoxycytidine were prepared by direct utilization of 6-methylcytosine (II) via silylation and subsequent treatment with the appropriate per-O-acetylglycosyl halide in MeCN. Conversion of I into 6-methyluridine was achieved in 65% yield. This direct glycosylation procedure applied to 6-methyluracil gave 6-methyl-3-(β-D-ribofuranosyl)uracil as the major product. Utilization of this general method resulted in preparation of 5,6-dimethyluridine. A new route to the synthesis of II is reported. 31 references.

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1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Identification of 1,5-Naphthyridine Derivatives as a Novel Series of Potent and Selective TGF-β Type I Receptor Inhibitors, published in 2004-08-26, which mentions a compound: 1569-17-1, mainly applied to aminothiazole naphthyridine preparation transforming growth factor receptor inhibitor; aminopyrazole naphthyridine preparation transforming growth factor receptor inhibitor; naphthyridinylaminothiazole preparation transforming growth factor alk5 autophosphorylation inhibitor; naphthyridine preparation transforming growth factor inhibitor structure activity relationship, Product Details of 1569-17-1.

Optimization of the screening hit I led to the identification of novel 1,5-naphthyridine aminothiazole and pyrazole derivatives, which are potent and selective inhibitors of the transforming growth factor-β type I receptor, ALK5. Compounds II and III, which inhibited ALK5 autophosphorylation with IC50 = 6 and 4 nM, resp., showed potent activities in both binding and cellular assays and exhibited selectivity over p38 mitogen-activated protein kinase. The X-ray crystal structure of III in complex with human ALK5 is described, confirming the binding mode proposed from docking studies.

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1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of iodo derivatives of the furan series. 5-Iodofurfural》. Authors are Nazarova, Z. N..The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Application In Synthesis of 5-Iodo-2-furaldehyde. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

All 5-bromo or -iodo derivatives of furan lose halogen quantitatively on standing 48 hrs. in the dark in HNO3 (d. 1.4) in the presence of AgNO3, followed by heating to 50-60° until N oxide vapor appear; the method can be used for analysis of these compounds Refluxing 35 g. 5-bromofurfural with 35 g. KI and 180 ml. AcOH 1 hr., followed by dilution with H2O gave 96% crude product, m. 124-6°, which gave 80% pure 5-iodofurfural, m. 127.5-8° (from EtOH); with HNO3 it gives vapor of iodine; oxime, decompose 167-8°; semicarbazone, decompose 199-200°. The aldehyde in 30% NaOH treated with a few drops H2O2 and kept 4 days, then acidified, gave 58.8% 5-iodofurancarboxylic acid, decompose 197-8° (from H2O). The aldehyde heated with Ac2O-AcOK at 145-50°, then boiled with a little H2O 15 min. gave 82.2% 5-iodo-2-furylacrylic acid, decompose 159-60° (from dilute dioxane). The aldehyde condensed with MeNO2 (cf. C.A. 49, 9606b) gave 86% 1-(5-iodo-2-furyl)-2-nitroethylene (I), yellow-orange, m. 112-13° (from EtOH); if the intermediately formed Na salt is filtered directly from the mixture and is carefully decomposed with AcOH after washing with Et2O and MeOH, there is formed the unstable nitro alc., orange-red oil, which after steam distillation gave 80% I, m. 112-13°. The Br analog heated with KI and NaI in AcOH 2 hrs. on a steam bath gave 82.6% I. Heating 2-(5-bromo-2-furyl)-1-chloro-1-nitroethylene (cf. loc. cit.) with NaI in AcOH 2 hrs. gave 48.2% 5-iodo analog, C6H3BrCINO3, m. 109-9.5° (from EtOH), an irritant which loses iodine on heating with HNO3.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem