Category: 23612-36-4

Ma, Zhuang; Lu, Helin; Liao, Ke; Chen, Zhilong published the artcile< Tungstate-Catalyzed Biomimetic Oxidative Halogenation of (Hetero)Arene under Mild Condition>, Recommanded Product: 3-Bromo-1H-pyrrolo[3,2-c]pyridine, the main research area is arene metal halide tungstate catalyst regioselective chemoselective oxidative halogenation; haloarene preparation green chem; Green Chemistry; Organic Chemistry; Pharmaceutical Engineering.

A biomimetic approach for halogenation (Br, Cl, I) of (hetero)arene catalyzed by tungstate under mild pH in a cost-efficient and environment- and operation-friendly manner was reported. Broad substrates diverse functional group tolerance and good chemo- and regioselectivities were observed, even in late-stage halogenation of complex mols. Moreover, this approach was scaled up to over 100 g without time-consuming and costly column purification Several drugs and key precursors for drugs bearing aryl halides (Br, Cl, I) was conveniently prepared based on this approach.

iScience published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 23612-36-4 belongs to class pyridine-derivatives, and the molecular formula is C7H5BrN2, Recommanded Product: 3-Bromo-1H-pyrrolo[3,2-c]pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Gallou, Fabrice; Reeves, Jonathan T.; Tan, Zhulin; Song, Jinhua J.; Yee, Nathan K.; Harcken, Christian; Liu, Pingrong; Thomson, David; Senanayake, Chris H. published the artcile< Practical regioselective bromination of azaindoles and diazaindoles>, Reference of 23612-36-4, the main research area is azaindole regioselective bromination copper bromide; diazaindole regioselective bromination; brominated azaindole preparation; pyridine pyrrolo bromo preparation; pyridazine pyrrolo bromo preparation.

A mild and efficient synthesis of various 3-brominated azaindoles and diazaindoles was developed by regioselective halogenation of the parent systems. This practical and high-yielding transformation was achieved with copper(II) bromide in acetonitrile at room temperature

Synlett published new progress about Bromination, regioselective. 23612-36-4 belongs to class pyridine-derivatives, and the molecular formula is C7H5BrN2, Reference of 23612-36-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Yakhontov, L. N.; Lapan, E. I. published the artcile< Azaindole derivatives. XLI. Synthesis of 3-substituted 5-azaindoles>, Application In Synthesis of 23612-36-4, the main research area is substitution azaindole electrophilic; nitration azaindole; bromination azaindole; cyanomethylation azaindole; Mannich reaction azaindole.

Bromination of 5-azaindole (I, R = H) with Br in dioxane gave 3-bromo-5-azaindole (II, R = H, R1 = Br) quant. Nitration of I (R = H) gave 3-nitro-5-azaindole (II, R = H, R1 = NO2) quant. 5-Azagramine (II, R = H, R1 = CH2NMe2) was obtained in 92% yield by a Mannich reaction with Me2NH and CH2O. Analogously 13% 1-phenyl-5-azagramine (II, R = Ph, R1 = CH2NMe2) was obtained. Cyanomethylation of I (R = H) yielded 23% azaindole III (R = H), which, when heated with KOH gave 31% acid II (R = H, R1 = CH2CO2H).

Khimiya Geterotsiklicheskikh Soedinenii published new progress about Bromination. 23612-36-4 belongs to class pyridine-derivatives, and the molecular formula is C7H5BrN2, Application In Synthesis of 23612-36-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nimje, Roshan Y.; Vytla, Devaiah; Kuppusamy, Prakasam; Velayuthaperumal, Rajeswari; Jarugu, Lokesh Babu; Reddy, China Anki; Chikkananjaiah, Nanjundaswamy Kanikahalli; Rampulla, Richard A.; Cavallaro, Cullen L.; Li, Jianqing; Mathur, Arvind; Gupta, Anuradha; Roy, Amrita published the artcile< Synthesis of differentially protected azatryptophan analogs via Pd2(dba)3/XPhos catalyzed Negishi coupling of N-Ts azaindole halides with zinc derivative from Fmoc-protected tert-butyl (R)-2-amino-3-iodopropanoate>, Category: pyridine-derivatives, the main research area is azatryptophan protected synthesis; azaindole tosyl halide Negishi coupling aminoiodopropanoate zinc.

Unnatural amino acids play an important role in peptide based drug discovery. Herein, we report a class of differentially protected azatryptophan derivatives synthesized from N-tosyl-3-haloazaindoles (I) (Pg = protective groups: Ts (tosyl), Fmoc (9-fluorenylmethoxycarbonyl), and tert-Bu) and Fmoc-protected tert-Bu iodoalanine (II) (Fmoc = 9-fluorenylmethoxycarbonyl) via a Negishi coupling. Through ligand screening, Pd2(dba)3/XPhos was found to be a superior catalyst for the coupling of 1 with the zinc derivative of 2 to give tert-Bu (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)propanoate derivatives (III) (Pg = protective groups: Ts, Fmoc, and tert-Bu; Fmoc = 9-fluorenylmethoxycarbonyl) in 69-91% isolated yields. In addition, we have demonstrated that the protecting groups, namely, Ts, Fmoc, and tert-Bu, can be easily removed selectively.

Journal of Organic Chemistry published new progress about (Fluorenylmethoxy)carbonyl group. 23612-36-4 belongs to class pyridine-derivatives, and the molecular formula is C7H5BrN2, Category: pyridine-derivatives.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Clark, Richard A. F. published the artcile< Oxidative Stress and ""Senescent"" Fibroblasts in Non-Healing Wounds as Potential Therapeutic Targets>, Formula: C7H5BrN2, the main research area is review oxidative stress senescent fibroblast nonhealing wound therapeutic target.

A review. In chronic wounds, fibroblast dysfunctions, such as increased apoptosis, premature senescence, senescence-like phenotype, or poor growth response in the absence of senescence markers, have been reported. Some of these differential dysfunctions may be secondary to differences in patient age or sex, ulcer size or duration, edge vs. base sampling, or culture technique. Nevertheless, the entire spectrum of fibroblast dysfunction may exist and be secondary to, or a response to, different amounts of oxidative stress. Journal of Investigative Dermatol. (2008) 128, 2361-2364. doi:10.1038/jid.2008.257.

Journal of Investigative Dermatology published new progress about Cell aging. 23612-36-4 belongs to class pyridine-derivatives, and the molecular formula is C7H5BrN2, Formula: C7H5BrN2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ciriano, Miguel A.; Perez-Torrente, Jesus J.; Oro, Luis A. published the artcile< Synthesis and reactivity of binuclear 7-azaindolate complexes of iridium. II. Oxidative-addition reactions of halogens and halocarbons to [{Ir(μ-aza)(CO)2}2]>, COA of Formula: C7H5BrN2, the main research area is azaindolate iridium complex oxidative addition; halogen oxidative addition azaindolate iridium complex; halocarbon oxidative addition azaindolate iridium complex; pyrrolopyridinate iridium complex oxidative addition.

The compound [{Ir(μ-aza)(CO)2}2] (1, aza = 7-azaindolate) is oxidized by AgBF4 in a donor solvent to [{Ir(μ-aza)(CO)2(S)}2]2+ (S = Me2CO, MeCN) and to the neutral complex [{Ir(μ-aza)(CO)2(O2CMe)}2] (2) by silver acetate. The head-to-tail (HT) and the head-to-head (HH) isomers of 1 undergo trans-annular oxidative-addition reactions with a variety of substrates. Halogens (X2) add to 1 giving the diiridium(II) complexes [{Ir(μ-aza)X(CO)2}2] (X = Cl (3), Br, iodo). In addition, bromine selectively attacks position 3 of the five-membered ring in the aza bridges, affording [{Ir(μ-azaBr)Br(CO)2}2] as a single isomer. MeI and polyiodomethanes react with both isomers of 1 to give the iodomethyl complexes [{Ir(μ-aza)(CO)2}2(I)(R)] (R = Me, CH2I, CHI2, or (CH2)3I) as a mixture of isomers. The relative disposition, HH and HT, of the bridging ligands is maintained in these reactions. Complex 1 is a powerful photoreductor that reacts with CHCl3 and CCl4 giving [{Ir(μ-aza)(CO)2}2(Cl)(R)] (R = CHCl2 or CCl3), resp., whereas compound 3 results from reaction with 1,2-dichloroethane. Reactions of complex 1 with di-Et acetylenedicarboxylate and di-Me acetylenedicarboxylate (A) afford the tetranuclear complexes of the type [{Ir(μ-aza)(CO)2}4(A)2].

Journal of Organometallic Chemistry published new progress about Oxidative addition reaction. 23612-36-4 belongs to class pyridine-derivatives, and the molecular formula is C7H5BrN2, COA of Formula: C7H5BrN2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kelly, Terence A.; McNeil, Daniel W.; Rose, Janice M.; David, Eva; Shih, Cheng-Kon; Grob, Peter M. published the artcile< Novel Non-Nucleoside Inhibitors of Human Immunodeficiency Virus Type 1 Reverse Transcriptase. 6. 2-Indol-3-yl- and 2-Azaindol-3-yldipyridodiazepinones>, Recommanded Product: 3-Bromo-1H-pyrrolo[3,2-c]pyridine, the main research area is indolyldipyridodiazepinone preparation HIV1 reverse transcriptase inhibitor; HIV1 reverse transcriptase inhibitor indolyldipyridodiazepinone structure.

Modification of the non-nucleoside inhibitor of HIV-1 reverse transcriptase nevirapine (Viramune) by incorporation of a 2-indolyl substituent confers activity against several mutant forms of the enzyme.

Journal of Medicinal Chemistry published new progress about Antiviral agents. 23612-36-4 belongs to class pyridine-derivatives, and the molecular formula is C7H5BrN2, Recommanded Product: 3-Bromo-1H-pyrrolo[3,2-c]pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Yakhontov, L. N.; Azimov, V. A.; Lapan, E. I. published the artcile< Reactivity of isomeric azaindoles>, HPLC of Formula: 23612-36-4, the main research area is indoles aza; pyridines; azaindoles; furopyridines; pyrrolopyridines; pyridines pyrrolo.

Treatment of the pyridine I (R = 6-Cl) with NH3 in EtOH 4 hrs. at 200° yielded 71.5% 5-azaindoline (II) (R = 6-Cl, R1 = H), m. 106-7° (EtOAc), b1·5 152-4°. The azabenzofuran III (R = 6-OH) heated 8 hrs. at 190° with 3 molar equivalents PhCH2NH2 yielded 72% II (R = 6-OH, R1 = CH2Ph), m. 187-8° (dioxane), transformed by heating 5 hrs. at 150° with POCl3 into II (R = 6-Cl, R1 = CH2Ph), m. 75-6° (EtOAc). This reduced over Pd-C gave II (R = R1 = H) (IV), m. 102-3° (C6H12), dehydrogenated by heating 15 min. (N atm.) with 9% Pd-C at 2 5-25° to yield 70.5% 5-azaindole (V), m. 109.5-10.0° (H2O). III (R = OH) heated 8 hrs. at 250° with PhNH2 gave 78.8% II (R = 6-OH, R1 = Ph), m. 215-16° (EtOH), converted via II (R = 6-Cl, R1 = Ph), m. 99-100° (EtOH) into II (R = H, R1 = Ph), m. 59-60° (petroleum ether) and dehydrogenated at 255-65° to yield 80.7% 1-phenyl-5-azaindole (VI), m. 58-9° (petroleum ether). Condensation of 2-methyl-3-nitropyridine with (CO2Et)2 in the presence of EtOK in C6H6 at 25° 24 hrs. and the product, 70% Et3-nitro-2-pyridylpyruvate, m. 126-7°, reduced in EtOH over 9% Pd-C gave quant. Et 4-azaindole-2-carboxylate, m. 173-3.5°, saponified to 4-azaindole-2-carboxylic acid (VII), m. 302-3° (decomposition). Similarly, 2-methyl-3-nitro-6-ethoxypyridine, m. 39-40°, gave 58.8% Et 3-nitro-6-ethoxy-2-pyridylpyruvate, m. 131-2° (alc.), which gave 93% Et 5-ethoxy-4-azaindole-2-carboxylate, m. 148-9.5° (alc.) and then, via the corresponding acid, m. 300° (decomposition), 5-ethoxy-4-azaindole (VIII), m. 148-50°. Nitration, bromination, cyanomethylation and the Mannich reaction were used as electrolytic substitution reactions and carried out under conditions which had given the best yields for the corresponding 7-azaindole derivatives The cyanomethylated products were converted into azoindolyl-3-acetic acids. The Mannich reactions were carried out with 20% paraformaldehyde and 3 molar equivalents Me2NH.-HCl in refluxing BuOH; % yields and m.p. for the 3-substituted products were tabulated. π-Electron d. effects were discussed.

Tetrahedron Letters published new progress about Reactivity (chemical). 23612-36-4 belongs to class pyridine-derivatives, and the molecular formula is C7H5BrN2, HPLC of Formula: 23612-36-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Yakhontov, L. N.; Portnov, M. A.; Azimov, V. A.; Lapan, E. I. published the artcile< Derivatives of azaindoles. XXXII. Comparative study of azaindole ionization constants by applying correlation methods>, Application In Synthesis of 23612-36-4, the main research area is azaindoles ionization; ionization azaindoles; pyrrolopyridines; pyridines pyrrolo.

The pKa values were determined exptl. of the following 1-(R-substituted)-3-(R1-substituted)-4-azaindoles (I), 1-(R-substituted)-3-(R1-substituted)-5-azaindoles (II), and 1-(R-substituted)-4-(R1-substituted)-6-(R2-substituted)-5-azaindolines (III) (compound, and R, R1, or R, R1, and R2 given): I, H, H; I, H, Br; I, H, Cl; I, H, NO2; I, H, CH2CO2Et; I, H, CH2CONH2; I, Ac, H; I, Ac, Br; I, Ac, NHAc; I, H, CH2NMe2; I, H, (4-azaindol-3-yl)-methyl; II, H, H; II, Ph, H; II, H, Br; II, H, NO2; III, H, H, H; III, Ph, H, H; III, Ph, OH, H; III, Ph, Cl, H; III, H, Cl, H; III, H, Cl, Cl; III, PhCH2, OH, H; III, PhCH2, Cl, H. Correlations were obtained between pKa and Taft ionization constants

Zhurnal Organicheskoi Khimii published new progress about Ionization. 23612-36-4 belongs to class pyridine-derivatives, and the molecular formula is C7H5BrN2, Application In Synthesis of 23612-36-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Stapleton, David; Gao, Guang; Michell, Belinda J.; Widmer, Jane; Mitchelhill, Ken; Teh, Trazel; House, Colin M.; Witters, Lee A.; Kemp, Bruce E. published the artcile< Mammalian 5'-AMP-activated protein kinase non-catalytic subunits are homologs of proteins that interact with yeast Snf1 protein kinase>, Name: 3-Bromo-1H-pyrrolo[3,2-c]pyridine, the main research area is AMP activated protein kinase subunit sequence; rat AMP activated protein kinase subunit; pig AMP activated protein kinase subunit; Snf1 kinase interacting protein homolog mammal; yeast CAT3 Snf4p homolog rat pig; Sip1p GAL38 yeast homolog rat pig.

The 5′-AMP-activated protein kinase is responsible for the regulation of fatty acid synthesis by phosphorylation and inactivation of acetyl-CoA carboxylase. The porcine liver 5′-AMP-activated protein kinase 63-kDa catalytic subunit co-purifies 14,000-fold with a 38- and 40-kDa protein (Mitchelhill, K. I. et al. (1994) J. Biol. Chem. 269, 2361-2364). The 63-kDa subunit is homologous to the Saccharomyces cerevisiae Snf1 protein kinase, which regulates gene expression during glucose derepression. Peptide amino acid and polymerase chain reaction-derived partial cDNA sequences of both the pig and rat liver enzymes show that the 38-kDa protein is homologous to Snf4p (CAT3) and that the 40-kDa protein is homologous to the Sip1p/Spm/GAL83 family of Snf1p interacting proteins. Sucrose d. gradient and crosslinking experiments with purified 5′-AMP-activated protein kinase suggest that both the 38- and 40- kDa proteins associate tightly with the 63-kDa catalytic polypeptide in either a heterotrimeric complex or in dimeric complexes. The 40-kDa subunit is autophosphorylated within the 63-kDa subunit complex. The sequence relationships between the mammalian 5′-AMP-activated protein kinase and yeast Snf1p extend to the subunit proteins consistent with conservation of the functional roles of these polypeptides in cellular regulation by this family of metabolite-sensing protein kinases.

Journal of Biological Chemistry published new progress about Phosphorylation, autophosphorylation. 23612-36-4 belongs to class pyridine-derivatives, and the molecular formula is C7H5BrN2, Name: 3-Bromo-1H-pyrrolo[3,2-c]pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem