Category: naphthyridine

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Chemoenzymatic Approach to (S)-1,2,3,4-Tetrahydroisoquinoline Carboxylic Acids Employing D-Amino Acid Oxidase, published in 2019, which mentions a compound: 91523-50-1, Name is 6-Hydroxy-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid, Molecular C10H11NO3, Safety of 6-Hydroxy-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid.

Optically pure 1,2,3,4-tetrahydroisoquinoline carboxylic acids constitute an important class of building blocks for the synthesis of natural products and synthetic pharmaceuticals. However, redox deracemization of racemic 1,2,3,4-tetrahydroisoquinoline carboxylic acids as an attractive method is still challenging for the lack of suitable oxidoreductases. Herein, a D-amino acid oxidase from Fusarium solani M-0718 (FsDAAO) with broad substrate scope and excellent enantioselectivity was exploited through genome mining, and applied for the kinetic resolution of a number of racemic 1- and 3-carboxyl substituted tetrahydroisoquinolines to yield the corresponding (S)-enantiomers with excellent enantiomeric excess (ee) values (up to >99%). By using FsDAAO in combination with ammonia-borane in one pot, deracemization of these racemic carboxyl-substituted tetrahydroisoquinolines was achieved with conversions up to >98% and >99% ee. Preparative-scale deracemization of racemic 1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid and 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid was also demonstrated with good isolated yields (82% and 73%, resp.) and ee>99%. Our study provides an effective method for the synthesis of enantiomeric pure 1,2,3,4-tetrahydroisoquinoline carboxylic acids. This method is expected to provide access to chiral carboxyl-substituted 1,2,3,4-tetrahydroquinolines and 1,2,3,4-tetrahydro-ss-carbolines.

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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 Polar properties and reactivities of some 5-substituted furfurals, the main research direction is dipole moment furfurals; furfurals dipole moment; Hammett constant furfurals; reaction rates furfurals; rates reaction furfurals.Synthetic Route of C5H3IO2.

The dipole moments (μ) were determined of the following 5-substituted furfurals (I) (substituent and μ given): Et2N, 5.66; Me2N, 5.50; piperidino, 5.43; PhNMe, 4.95; morpholino, 4.81; Me, 3.94; CHO, 3.46; H, 3.57; Br, 3.37; Cl, 3.37; I, 3.29. Linear correlations were obtained between μ and Hammett σ constant of the substituents. The relative reaction rates (k) were also determined for the reactions of I with PhNH2. A linear plot was obtained when μ were plotted vs. log k. I (R = Me, NMe2, or NEt2) have in solution primarily the cis configuration.

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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: 1569-17-1, is researched, SMILESS is CC1=C2C=CC=NC2=NC=C1, Molecular C9H8N2Journal, Chemische Berichte called Vicarious nucleophilic substitution of hydrogen, bisannulation and competitive reactions of α-haloalkyl carbanions with bicyclic azaaromatic compounds, Author is Makosza, Mieczyslaw; Golinski, Jerzy; Ostrowski, Stanislaw; Rykowski, Andrzej; Sahasrabudhe, Arvind B., the main research direction is quinoxaline vicarious nucleophilic substitution halomethyl carbanion; naphthyridine vicarious nucleophilic substitution halomethyl carbanion; azaquinoxaline vicarious nucleophilic substitution halomethyl carbanion; pyridopyrazine vicarious nucleophilic substitution halomethyl carbanion; heteroaromatic vicarious nucleophilic substitution halomethyl carbanion; bicyclic heteroaromatic annulation halomethyl carbanion.HPLC of Formula: 1569-17-1.

Carbanions of RR1CHSO2R2 (I; R = Cl, R1 = H, Me, R2 = NMe2, Ph, CMe3, morpholino, tolyl; R = Br, R1 = H, R2 = tolyl) react with bicyclic heteroaromatic compounds (quinoxalines, naphthyridines, and 5-azaquinoxalines) according to 2 general pathways: vicarious nucleophilic substitution (VNS) of hydrogen and/or bisannulation. In some cases other competitive reactions are observed Factors governing the direction of these reactions are discussed in terms of the charge distribution in the anionic σ adducts and the reaction conditions. For example reaction of quinoxaline and quinoxaline N-oxide with I (R = Cl, R1 = H, R2 = Ph) gave bisazirinoquinoxaline II and VNS product III resp.

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1,8-Naphthyridine | C8H6N2 – PubChem

SDS of cas: 2689-65-8. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Reevaluation of benzyltrimethylammonium dichloroiodide, previously reported to be a selective iodinating agent. Author is D’Auria, Maurizio; Mauriello, Giacomo.

Benzyltrimethylammonium dichloroiodate [N,N,N-trimethylbenzenemethanaminium dichloroiodate(1-)], previously reported as an iodinating agent of thiophenes, appears to be a selective chlorinating agent of both thienyl and furyl derivatives containing a carbonyl group. Treatment of Me 2-thiophenecarboxylate with benzyltrimethylammonium dichloroiodate/ZnCl2/AcOH gave Me 5-iodo-2-thiophenecarboxylate, Me 4,5-diiodo-2-thiophenecarboxylate, and Me 5-chloro-2-thiophenecarboxylate.

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1,8-Naphthyridine | C8H6N2 – PubChem

D’Auria, Maurizio published an article about the compound: 5-Iodo-2-furaldehyde( cas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O ).Recommanded Product: 5-Iodo-2-furaldehyde. 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:2689-65-8) through the article.

Semiempirical calculations on the transient intermediates involved in the irradiation of haloheterocyclic compounds showed that the difference between the heat of formation of the substrates and that of the radical intermediates derived from cleavage of the C-X bond can be a useful parameter to justify the observed chem. behavior towards arylation or dehalogenation.

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

COA of Formula: C9H8N2. 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. Compound: 4-Methyl-1,8-naphthyridine, is researched, Molecular C9H8N2, CAS is 1569-17-1, about The ultraviolet absorption spectra of monosubstituted 1,8-naphthyridines [1].

UV absorption spectra of 1,8-naphthyridines were measured in MeOH. The effects of the substituent and its location in the naphthyridine ring on the spectral bands were analyzed. The spectral anal. revealed that 4-hydroxy-, 2-, and 4- mercapto-1,8-naphthyriolines had in MeOH the structures of 1,8-naphthyriolin-4-(1H)-one, 1,8-naphthyridin-2(1H)-thione, and -4(1H)-thione resp.

Here is just a brief introduction to this compound(1569-17-1)COA of Formula: C9H8N2, more information about the compound(4-Methyl-1,8-naphthyridine) is in the article, you can click the link below.

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1,8-Naphthyridine | C8H6N2 – PubChem

Formula: C9H8N2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 4-Methyl-1,8-naphthyridine, is researched, Molecular C9H8N2, CAS is 1569-17-1, about New catalytic systems for 2,6-dimethylphenol polycondensation. Author is Sacconi, Luigi; Foa, Marco; Bencini, Elena; Nocci, Roberto; Sabarino, Giampiero.

Catalytic systems based on dimeric Cu complexes with imidazole as bridging unit and on Cu naphthyridine complexes for polymerization of 2,6-dimethylphenol were described. The polymerization conditions, e.g., nature and amount of free amine added, solvent, etc., were studied to get a polymer of suitable mol. weight

Here is just a brief introduction to this compound(1569-17-1)Formula: C9H8N2, more information about the compound(4-Methyl-1,8-naphthyridine) is in the article, you can click the link below.

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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 《Syntheses of naphthyridine derivatives. IV. Syntheses of 1,8-naphthyridines and their hydrogenation》. Authors are Miyagi, Komei.The article about the compound:4-Methyl-1,8-naphthyridinecas:1569-17-1,SMILESS:CC1=C2C=CC=NC2=NC=C1).Application of 1569-17-1. Through the article, more information about this compound (cas:1569-17-1) is conveyed.

Heating 10 g. 2,6-diaminopyridine (I) and 14 g. freshly distilled AcCH2CO2Et at 145-50° 2 h. and taking up with alc. gives 6.5 g. solid, 5 g. of which is taken up in 60 mL. 33% H2SO4, ice-cooled, 3 g. saturated NaNO2 solution added, the mixture let stand 1 h., poured into 150 mL. boiling water, filtered after cooling, the product taken up in hot aqueous NaOH, filtered after cooling, and acidified with HCl, giving 2,7-dihydroxy-4-methyl-1,8-naphthyridine (II), white needles, m. above 350°. I and AcCH2COMe (equimol. amounts) do not condense on heating up to 135°; addition of ZnCl2 and heating at 120-30° 3 h. gives a solid product, which, treated with NaOH, taken up with CHCl3, and extracted with AcOEt, yields 2,4-dimethyl-7-amino-1,8-naphthyridine (III), columns, m. 220°; III with HNO2 gives the 7-HO analog (IV), columns, m. 251°. Heating IV and POCl3 in a sealed tube at 140° 30 min., decomposing with ice, and treating with NaOH to pH 8 gives the 7-Cl analog (V), needles, m. 146-7°. Dehalogenation by catalytic hydrogenation of V in MeOH-KOH with Pd-C gives the 5,6,7,8-tetrahydride (VI), needles, m. 118°, and with Pd-CaCO3 2,4-dimethyl-1,8-naphthyridine (VII), needles, m. 85-6°. Boiling of V with MeONa-MeOH 30 min., removing the MeOH, adding water, taking up with AcOEt, and recrystallizing from petr. ether gives the 7-MeO compound (VIII), prisms, m. 65°; picrate, columns, m. 188-9°. Treating II with POCl3 in a sealed tube at 150° 20 min., pouring on ice, making alk. with NaOH, and recrystallizing from Me2CO give 2,7-dichloro-4-methyl-1,8-naphthyridine (IX), columns, m. 194°. Catalytic dehalogenation of IX with Pd-CaCO3 gives ether-petr. ether insoluble and soluble portions; the insoluble portion gives a mono-Cl derivative, needles, m. 104°; the soluble portion gives 4-methylnaphthyridine (X), b0.05 130-40° (picrate, columns, m. 207°). Tetrahydride of VII, columns, m. 118° (picrate, columns, m. 207°; acetate, white, m. 42-3°). Catalytic reduction of 4-methyl-1,8-naphthyridine with PtO gives a petr. ether-insoluble portion, m. 102-3°, and a soluble portion, m. 62-3°, both tetrahydrides.

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1,8-Naphthyridine | C8H6N2 – PubChem

Recommanded Product: 2-Bromo-1-(1-methyl-1H-pyrrol-2-yl)ethanone. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 2-Bromo-1-(1-methyl-1H-pyrrol-2-yl)ethanone, is researched, Molecular C7H8BrNO, CAS is 65438-97-3, about Visible-Light-Mediated Addition of Phenacyl Bromides onto Cyclopropenes. Author is Dange, Nitin S.; Hussain Jatoi, Ashique; Robert, Frederic; Landais, Yannick.

In the presence of the photocatalyst fac-Ir(ppy)3 (ppy = 2-pyridinylphenyl), K2CO3, and LiBr in DMF, aryl bromomethyl ketones such as phenacyl bromide underwent chemoselective photochem. addition and cyclization reactions with cyclopropenecarboxylates such as I under irradiation with blue LED at 0° followed by base-mediated ring opening at 60° without irradiation to give oxonaphthaleneacetates such as II and oxobenzo-fused heterocyclylacetates in 16-51% yields. Nonracemic II was prepared in 40% yield and 95:5 er by the reaction of nonracemic I (95:5 er) with phenacyl bromide. Oxonaphthaleneacetates derived from this reaction can be further converted in one or two steps to polycyclic products such as naphthopyranacetate III and benzoindeneacetate IV.

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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: 4-Methyl-6-(methylthio)pyrimidin-2-ol, is researched, Molecular C6H8N2OS, CAS is 16710-11-5, about Pyrimidine nucleosides. I. Synthesis of 6-methylcytidine, 6-methyluridine, and related 6-methylpyrimidine nucleosides, the main research direction is pyrimidine nucleosides; nucleosides pyrimidine; cytosines; cytidines; uridines; uracils; ribofuranosyls; methylpyrimidine nucleosides.Recommanded Product: 16710-11-5.

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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