Category: 39856-58-1

Jiang, Min published the artcileA Facile Copper-Catalyzed One-Pot Domino Synthesis of 5,12-Dihydroindolo[2,1-b]quinazolines, Recommanded Product: 2-Bromopyridin-3-amine, the publication is Organic Letters (2012), 14(6), 1420-1423, database is CAplus and MEDLINE.

A domino synthesis of 5,12-dihydroindolo[2,1-b]quinazoline derivatives via copper-catalyzed Ullmann-type intermol. C-C and intramol. C-N couplings is reported. Good yields of various 5,12-dihydroindolo[2,1-b]quinazoline derivatives were obtained. Reaction scopes, limitations, and the reaction mechanism are discussed.

Organic Letters published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, Recommanded Product: 2-Bromopyridin-3-amine.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Im, Yirang published the artcileEffect of nitrogen position of carboline on the device performances of blue phosphorescent organic light-emitting diodes, Synthetic Route of 39856-58-1, the publication is Synthetic Metals (2015), 24-28, database is CAplus.

A δ-carboline derived compound, 5-(3′-(9-carbazolyl)[1,1′-biphenyl]-3-yl)pyrido[3,2-b]indole, was synthesized as a high triplet energy bipolar host material for blue phosphorescent organic light-emitting diodes and it was compared with α-carboline derived host material with the same backbone structure. The δ-carboline derived host material showed better electron transport properties than the host with α-carboline due to better electron accepting properties. Therefore, the new host material reduced driving voltage and increased the power efficiency of blue phosphorescent organic light-emitting diodes compared to a standard host with α-carboline moiety. A high external quantum efficiency of 25.3% and a high power efficiency of 36.4 lm/W were achieved in the blue phosphorescent organic light-emitting diodes.

Synthetic Metals published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, Synthetic Route of 39856-58-1.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Frischmuth, Annette published the artcilePreparation of Functionalized Indoles and Azaindoles by the Intramolecular Copper-Mediated Carbomagnesiation of Ynamides, SDS of cas: 39856-58-1, the publication is Angewandte Chemie, International Edition (2013), 52(38), 10084-10088, database is CAplus and MEDLINE.

The authors report a mild and general one-pot preparation of indoles and azaindoles using a 5-endo-dig copper-mediated intramol. carbometalation of magnesiated derivatives, which lead to cuprated intermediates that, after quenching with various electrophiles, afford functionalized N-heterocycles. Thus, 2-bromo-4-fluoroaniline reacted with PhSO₂Cl to give the N-phenylsulfonyl derivative, which was alkynylated with phenyl[(trimethylsilyl)ethynyl]iodonium triflate to give alkyne derivative I (R = F, CF₃, CN, CO₂CMe₃). I was then treated with iso-PrMgCl·LiCl to give the Mg reagents that were cyclized with electrophiles using a catalytic amount of CuCN·2LiCl to produce the corresponding indoles II [R¹ = CH₂C(CO₂Et):CH₂, COC₆H₄Cl-3, cyclopropylcarbonyl, 2-cyclohexenyl, COC₆H₄Me-4] in 62-93% yield.

Angewandte Chemie, International Edition published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, SDS of cas: 39856-58-1.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Stambirskyi, Maksym V. published the artcilePhosphine Oxides (-POMe₂) for Medicinal Chemistry: Synthesis, Properties, and Applications, HPLC of Formula: 39856-58-1, the publication is Journal of Organic Chemistry (2021), 86(18), 12783-12801, database is CAplus and MEDLINE.

A general practical approach to hetero(aromatic) and aliphatic P(O)Me₂-substituted derivatives is elaborated. The key synthetic step was a [Pd]-mediated C-P coupling of (hetero)aryl bromides/iodides with HP(O)Me₂. The P(O)Me₂ substituent was shown to dramatically increase solubility and decrease lipophilicity of organic compounds This tactic was used to improve the solubility of the antihypertensive drug prazosin without affecting its biol. profile.

Journal of Organic Chemistry published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C13H18N2, HPLC of Formula: 39856-58-1.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Kim, Yong published the artcileCopper-Catalyzed, One-Pot, Three-Component Synthesis of Benzimidazoles by Condensation and C-N Bond Formation, Quality Control of 39856-58-1, the publication is Journal of Organic Chemistry (2011), 76(23), 9577-9583, database is CAplus and MEDLINE.

Benzimidazoles, e.g., I, were synthesized by the copper-catalyzed, one-pot, three-component reaction of 2-haloanilines, aldehydes, and NaN₃. The reaction was optimized when 2-iodo- or 2-bromoanilines (1.0 equiv), aldehydes (1.2 equiv), NaN₃ (2.0 equiv), 5 mol% of CuCl, and 5 mol % of TMEDA were reacted in DMSO at 120 °C for 12 h. Good yields were obtained and the reaction showed tolerance toward functional groups such as ester, nitro, and chloro. Aliphatic and heteroaromatic aldehydes also afforded the desired products in moderate to good yields.

Journal of Organic Chemistry published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, Quality Control of 39856-58-1.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Gupta, Ankur published the artcileSynthesis of biologically potent novel 5-(2-bromopyridin-3-yl-amino)-2-alkyl/aryl-isoindoline-1,3-dione analogs via Buchwald-Hartwig C-N coupling reaction, COA of Formula: C5H5BrN2, the publication is Letters in Organic Chemistry (2013), 10(2), 139-146, database is CAplus.

A novel series of N-alkyl/aryl substituted phthalimide analogs containing 2-bromopyridyl functionality were synthesized applying optimized Buchwald-Hartwig amination conditions using palladium acetate, cesium carbonate, and ±BINAP in toluene at 110°C under argon atm. The target heteroaryl phthalimide derivatives were obtained in moderate yield ranging from 40% to 51%. In the extra precision (XP) docking studies, at the ATP site of human topoisomerase IIα (hTopoIIα) (PDB id 1ZXM), we identified that compound I (R = Me) demonstrated remarkable H-bond interactions with catalytic MG²⁺, ASN 91, SER 148, SER 149, ALA 167 and compound I (R = 3-pyridyl) with ARG 162, ASN 163, GLY 164, LSY 168, ASN 95 indicating their significance as a plausible hTopoIIα inhibitors. In the in vitro evaluation of A549 cell line, compounds I (R = Me, 3-pyridyl) were observed to have only moderate cytotoxicity (IC₅₀ 180μg/mL and 210μg/mL resp.). The developed process could be widely employed for the synthesis of novel heterocyclic compounds with one of the components as N-alkyl/aryl substituted phthalimide derivatives and has the potential to be developed as a major route for the identification of active drug candidates.

Letters in Organic Chemistry published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, COA of Formula: C5H5BrN2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Yasui, Kosuke published the artcileThe Effect of the Leaving Group in N-Heterocyclic Carbene-Catalyzed Nucleophilic Aromatic Substitution Reactions, Product Details of C5H5BrN2, the publication is Bulletin of the Chemical Society of Japan (2020), 93(12), 1424-1429, database is CAplus.

The reactivity order of the leaving group was F > Cl â‰?Br > I in N-heterocyclic carbene-catalyzed CS_NAr reactions of aryl halides bearing an α,β-unsaturated amide was discussed. Based on a qual. Marcus anal., the nature of the transition state in this catalytic CS_NAr was primarily determined by the potential energy of the Meisenheimer complex, even though it was not involved as a discrete intermediate in the reaction pathway.

Bulletin of the Chemical Society of Japan published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C14H26O2, Product Details of C5H5BrN2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Gu, Lijun published the artcileSynthesis and antitumor activity of α-aminophosphonates containing thiazole[5,4-b]pyridine moiety, Related Products of pyridine-derivatives, the publication is Organic & Biomolecular Chemistry (2012), 10(35), 7098-7102, database is CAplus and MEDLINE.

A new procedure is developed for the synthesis of α-aminophosphonates containing thiazole[5,4-b]pyridine moiety from conveniently available starting materials. The target compounds were characterized by IR, ¹H NMR, ¹³C NMR, ³¹P NMR, mass spectrometry and elemental anal. The newly synthesized compounds were evaluated for their anticancer activities against PC-3, Bcap-37, H460 cells in vitro by the MTT method. Two compounds are highly effective against PC-3, Bcap-37 cells and good to H460 cells. Further study is necessary to find out the potential antitumor activities.

Organic & Biomolecular Chemistry published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, Related Products of pyridine-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Brouwer, Chad published the artcileDevelopment of N-Methyl-(2-arylquinolin-4-yl)oxypropanamides as Leads to PET Radioligands for Translocator Protein (18 kDa), Safety of 2-Bromopyridin-3-amine, the publication is Journal of Medicinal Chemistry (2014), 57(14), 6240-6251, database is CAplus and MEDLINE.

Translocator protein (18 kDa), known as TSPO, is a recognized biomarker of neuroinflammation. Radioligands with PET accurately quantify TSPO in neuroinflammatory conditions. However, the existence of three human TSPO genotypes that show differential affinity to almost all useful TSPO PET radioligands hampers such studies. There is an unmet need for genotype-insensitive, high-affinity, and moderately lipophilic TSPO ligands that may serve as leads for PET radioligand development. To address this need, we varied the known high-affinity TSPO ligand (l)-N,N-diethyl-2-methyl-3-(2-phenylquinolin-4-yl)propanamide in its aryl scaffold, side chain tether, and pendant substituted amido group while retaining an N-Me group as a site for labeling with carbon-11. From this effort, oxygen-tethered N-methyl-aryloxypropanamides emerged as new high-affinity TSPO ligands with attenuated lipophilicity, including one example with attractive properties for PET radioligand development, namely N-methyl-N-phenyl-2-{[2-(pyridin-2-yl)quinolin-4-yl]oxy}propanamide (22a; rat K_i = 0.10 nM; human TSPO genotypes K_i = 1.4 nM; clogD = 4.18).

Journal of Medicinal Chemistry published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, Safety of 2-Bromopyridin-3-amine.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Qian, Yingjie published the artcileA palladium complex confined in a thiadiazole-functionalized porous conjugated polymer for the Suzuki-Miyaura coupling reaction, Application In Synthesis of 39856-58-1, the publication is RSC Advances (2019), 9(58), 33563-33571, database is CAplus and MEDLINE.

Porous organic polymers (POPs) with well-distributed and tunable functional groups acting as ligands for specific reactions are promising supports for confining useful novel metals such as Pd, Au, and Pd. Herein, a thiadiazole-containing POP has been successfully synthesized and used for immobilizing Pd species. Pd immobilized inside the micropores (2.3 nm) of the POP material is easily prepared owing to a large amount of the strong anchoring group, thiadiazole, which is intrinsically distributed in the as-prepared POP. The rigid thiadiazole-containing polymer can stabilize the central metal rather than poisoning it. The as-prepared catalyst shows excellent catalytic activity in Suzuki-Miyaura coupling reactions under mild reaction conditions and low catalyst loading. Importantly, the intrinsically distributed thiadiazole ligands can stabilize the Pd moiety, preventing aggregation and leaching, and afford excellent catalytic lifetimes. Consequently, the catalyst can be reused 10 times without a significant loss of its catalytic activity.

RSC Advances published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, Application In Synthesis of 39856-58-1.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem