Day: April 11, 2022

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Substituted Dihydropyridine Synthesis by Dearomatization of Pyridines》. Authors are Heusler, Arne; Fliege, Julian; Wagener, Tobias; Glorius, Frank.The article about the compound:Methyl 5-fluoro-3-pyridinecarboxylatecas:455-70-9,SMILESS:COC(=O)C1=CC(F)=CN=C1).SDS of cas: 455-70-9. Through the article, more information about this compound (cas:455-70-9) is conveyed.

The synthesis of a broad variety of N-substituted 1,4-dihydropyridines I [R = H, 3-Me, 3,5-di-Br, etc.; R1 = Tf, CO2Ph] and 1,2-dihydropyridines II [R2 = F, Cl, CF3, Ph, SPh; R3 = H, F, trimethylsilyl] by very mild and selective reduction with amine borane was reported for the first time.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – 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 Medicinal Chemistry called Discovery of Orally Efficacious Phosphoinositide 3-Kinase δ Inhibitors with Improved Metabolic Stability, Author is Patel, Leena; Chandrasekhar, Jayaraman; Evarts, Jerry; Forseth, Kristen; Haran, Aaron C.; Ip, Carmen; Kashishian, Adam; Kim, Musong; Koditek, David; Koppenol, Sandy; Lad, Latesh; Lepist, Eve-Irene; McGrath, Mary E.; Perreault, Stephane; Puri, Kamal D.; Villasenor, Armando G.; Somoza, John R.; Steiner, Bart H.; Therrien, Joseph; Treiberg, Jennifer; Phillips, Gary, which mentions a compound: 22353-34-0, SMILESS is NC1=CC(=CN=C1)Cl, Molecular C5H5ClN2, Application of 22353-34-0.

Aberrant signaling of phosphoinositide-3-kinase delta (PI3K-delta) has been implicated in numerous pathologies including hematol. malignancies and rheumatoid arthritis. Described in this manuscript is the discovery, optimization and in vivo evaluation of a novel series of pyridine-containing PI3K-delta inhibitors. This work led to the discovery of I, a highly selective inhibitor of PI3K-delta which displays an excellent pharmacokinetic profile and is efficacious in a rodent model of rheumatoid arthritis.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – 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.Kerek, F.; Ostrogovich, G. researched the compound: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide( cas:707-61-9 ).Computed Properties of C11H13OP.They published the article 《NMR and uv spectral studies of some 1-aryl-substituted 3-methyl-2-phospholene oxides》 about this compound( cas:707-61-9 ) in Revue Roumaine de Chimie. Keywords: phospholene aryl oxide NMR UV. We’ll tell you more about this compound (cas:707-61-9).

The NMR and uv spectra of 7 1-aryl-3-methyl-2-phospholene oxides (I, R = H, Me, NMe2, etc.) are discussed. The value of 25 cps for the coupling constants of the P atom with vinylic protons indicates a Δ2,3 position of the phospholene ring double bond. The linear correlation of the bathochromic shift values with substituent constants (σ°) shows a low conjugative interaction between the benzene ring and the phosphoryl group.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Name: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide, is researched, Molecular C11H13OP, CAS is 707-61-9, about A novel conversion of erythro phospholane epoxides to one-carbon atom homologated allylic alcohols. Author is Reddy, Valluru Krishna; Haritha, Buchammagari; Oshikawa, Tatsuo; Yamashita, Mitsuji.

A novel synthetic approach is described to incorporate one more C atom at C-2 position of phospholane oxides as homologated allylic alc. I by treatment of erythro-2,3-epoxy-3-methylphospholane 1-oxides, e.g., II (R = Ph, C6H4NO2-m, C6H4OMe-p, OMe, OEt, OPr-i), with excess of dimethylsulfonium methylide.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – 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 Tandem Alkylation/Michael Addition Reaction of Dithiocarbamic Acids with Alkyl γ-Bromocrotonates: Access to Functionalized 1,3-Thiazolidine-2-thiones, published in 2021-07-31, which mentions a compound: 7524-52-9, mainly applied to primary amine carbon disulfiide alkyl bromocrotonate alkylation Michael addition; thiazolidinethione preparation, Quality Control of H-Trp-OMe.HCl.

Thiazolidine-2-thiones were prepared via a novel multicomponent reaction of primary amines (amino acids), carbon disulfide, and γ-bromocrotonates. The reaction proceeded via a domino alkylation/intramol. Michael addition to provide the corresponding thiazolidine-2-thiones in high to excellent yields. By using diamines in this protocol, bis(thiazolidine-2-thiones) derivatives were synthesized. The synthetic utility of the adducts was demonstrated by hydrolysis, amidation, and oxidation reactions.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《N-Oxides of nicotinic acid and its esters》. Authors are Clemo, G. R.; Koenig, H..The article about the compound:Methyl 5-fluoro-3-pyridinecarboxylatecas:455-70-9,SMILESS:COC(=O)C1=CC(F)=CN=C1).Reference of Methyl 5-fluoro-3-pyridinecarboxylate. Through the article, more information about this compound (cas:455-70-9) is conveyed.

Nicotinic acid (I) (1 part) in 3 parts glacial AcOH and 3 parts H2O2, heated 3 hrs. on the water bath, gives 70-80% of the N-oxide (II), pale yellow, m. 249° (decomposition); impure II, heated at 100°, decompose spontaneously. II (1 g.) in 20 ml. MeOH, saturated with HCl at 0° and refluxed 2 hrs., gives 0.5 g. of the Me ester, m. 97°; Et ester (III), m. 99.5°. The Et ester of I (2 g.), 10 ml. AcOH, and 30 ml. H2O2, heated 3 hrs. on the water bath, give 1.1 g. III.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Meng, Chun-Yan; Liang, Xiao; Wei, Kun; Yang, Yu-Rong published an article about the compound: 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine( cas:1265884-98-7,SMILESS:N1(P2OC3=CC=C4C=CC=CC4=C3C5=C6C=CC=CC6=CC=C5O2)C7=CC=CC=C7C=CC8=CC=CC=C81 ).Electric Literature of C34H22NO2P. 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:1265884-98-7) through the article.

Ir-catalyzed enantioselective allylic alkylation of branched racemic allylic alcs. with malonates is described. Enabled by Carreira’s chiral Ir/(P, olefin) complex, the method described allows allylic substitution with various aromatic alcs. and malonates with excellent enantioselectivity. The malonates could be used directly as efficient nucleophiles without the need of preactivation.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Safety of 2-Bromomethyl-1,3-dioxolane. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 2-Bromomethyl-1,3-dioxolane, is researched, Molecular C4H7BrO2, CAS is 4360-63-8, about Assembly of multicyclic isoquinoline scaffolds from pyridines: formal total synthesis of fredericamycin A. Author is Wang, Fang-Xin; Yan, Jia-Lei; Liu, Zhixin; Zhu, Tingshun; Liu, Yingguo; Ren, Shi-Chao; Lv, Wen-Xin; Jin, Zhichao; Chi, Yonggui Robin.

The construction of an isoquinoline skeleton typically starts with benzene derivatives as substrates with the assistance of acids or transition metals. Disclosed here is a concise approach to prepare isoquinoline analogs by starting with pyridines to react with β-ethoxy α,β-unsaturated carbonyl compounds under basic conditions. Multiple substitution patterns and a relatively large number of functional groups (including those sensitive to acidic conditions) can be tolerated the method. In particular, protocol allows for efficient access to tricyclic isoquinolines found in hundreds of natural products with interesting bioactivities. The efficiency and operational simplicity of introducing structural complexity into the isoquinoline frameworks can likely enable the collective synthesis of a large set of natural products. Here show that fredericamycin A could be obtained via a short route by using isoquinoline synthesis as a key step.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Bromomethyl-1,3-dioxolane, is researched, Molecular C4H7BrO2, CAS is 4360-63-8, about Enantioselective Synthesis of 7(S)-Hydroxydocosahexaenoic Acid, a Possible Endogenous Ligand for PPARα, the main research direction is hydroxydocosahexaenoic acid synthesis.Reference of 2-Bromomethyl-1,3-dioxolane.

We report the first total synthesis of the polyunsaturated fatty acid 7-hydroxydocosahexaenoic acid (7-HDHA) in racemic form and the enantioselective synthesis of 7-(S)-HDHA. Both syntheses follow a convergent approach that unites the C1-C9 and C10-C22 fragments using Sonogashira coupling and Boland reduction as key steps. These syntheses enabled the unambiguous characterization of this natural product for the first time and helped establish 7(S)-HDHA as a possible endogenous ligand for peroxisome proliferator-activated receptor alpha.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Baldaniya, B. B. published the article 《Synthesis and characterizations of N2-(aryl)-N4,N6-bis(6,7-dichloro-1,3-benzothiazol-2-yl)-1,3,5-triazine-2,4,6-triamines as biological potent agents》. Keywords: cyanuric chloride condensation thiazolamine; thiazolyl cyanuric chloride preparation reaction aryl amine; arylamino chlorobenzothiazolylamino triazine preparation antibacterial antifungal activity.They researched the compound: 6,7-Dichlorobenzo[d]thiazol-2-amine( cas:25150-27-0 ).Formula: C7H4Cl2N2S. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:25150-27-0) here.

Some novel N2-(aryl)-N4,N6-bis(6,7-dichloro-1,3-benzothiazol-2-yl)-1,3,5-triazine-2,4,6-triamines were synthesized and characterized by elemental analyses, IR, NMR, and mass spectra. The products were tested for their antibacterial activity against gram (+)ve and gram (-)ve bacteria and also on different strains of fungi. Introduction of -OH, -OCH3, -NO2, -Cl and -Br groups to the heterocyclic frame work enhanced antibacterial and antifungal activities.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem