Category: 13472-84-9

Zhang, Kena; Li, Hui; Li, Jingya; Zou, Dapeng; Wu, Yangjie; Wu, Yusheng published the artcile< An efficient palladium-catalyzed synthesis of 1-heteroaryl-4-aminopiperidine derivatives from heteroaryl chlorides>, Recommanded Product: 3-Chloro-2-methoxypyridine, the main research area is aminopiperidine heteroaryl preparation Buchwald Hartwig amination palladium.

An efficient protocol for the synthesis of 1-heteroaryl-4-(N-methyl)aminopiperidines starting from heteroaryl chloride derivatives is described. A broad range of 1-heteroaryl-4-(N-Boc-N-methyl)aminopiperidine derivatives, e.g., I and II, were obtained in good to excellent yields using DavePhos as optimal ligand for Pd-catalyzed Buchwald-Hartwig amination reaction. After a mild and efficient acidolysis the amination products could be obtained successfully.

Tetrahedron Letters published new progress about Buchwald-Hartwig reaction. 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, Recommanded Product: 3-Chloro-2-methoxypyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wei, Xiao-Jing; Abdiaj, Irini; Sambiagio, Carlo; Li, Chenfei; Zysman-Colman, Eli; Alcazar, Jesus; Noel, Timothy published the artcile< Visible-Light-Promoted Iron-Catalyzed C(sp2)-C(sp3) Kumada Cross-Coupling in Flow>, Related Products of 13472-84-9, the main research area is Kumada cross coupling aryl chloride Grignard reagent iron catalyst; visible light Kumada cross coupling iron catalyst mechanism flow; Kumada coupling; cross-coupling; flow chemistry; iron catalysis; photocatalysis.

A continuous-flow, visible-light-promoted method has been developed to overcome the limitations of iron-catalyzed Kumada-Corriu cross-coupling reactions. A variety of strongly electron rich aryl chlorides, previously hardly reactive, could be efficiently coupled with aliphatic Grignard reagents at room temperature in high yields and within a few minutes’ residence time, considerably enhancing the applicability of this iron-catalyzed reaction. The robustness of this protocol was demonstrated on a multigram scale, thus providing the potential for future pharmaceutical application. The mechanism was studied using radical clock experiments, kinetic measurements, DFT and other techniques.

Angewandte Chemie, International Edition published new progress about Aryl chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, Related Products of 13472-84-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Spinner, E.; White, J. C. B. published the artcile< The spectra and structures of the cations and anions of substituted 2-hydroxypyridines (1,2-dihydro-2-oxopyridines)>, COA of Formula: C6H6ClNO, the main research area is .

The ir spectra of the hydrochlorides and hexachloroantimonates of 2-hydroxy- and 2-methoxypyridines containing substituents (3-, 4-, 5-, and 6-Me; 3- and 5-halo, and 3,5-dihalo; 6-OH) and the uv spectra of the cations have been determined The former cations are 2-hydroxypyridinium ions. H-bonding by the 2-OH proton seems to be responsible for the abnormally high ir intensity of the skeletal stretching band near 1640 cm.-1, which, in the past, caused it to be mistaken for a carbonyl stretching band. The ir, uv, and, where possible, Raman spectra of the Na salts of the above substituted 2-hydroxy-pyridines have also been determined The anions seem to have normal pyridoxide structures, with the neg. charge mainly on the O atom. 24 references

Journal of the Chemical Society [Section] B: Physical Organic published new progress about IR spectra. 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, COA of Formula: C6H6ClNO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Handa, Sachin; Andersson, Martin P.; Gallou, Fabrice; Reilly, John; Lipshutz, Bruce H. published the artcile< HandaPhos: A General Ligand Enabling Sustainable ppm Levels of Palladium-catalyzed Cross-Couplings in Water at Room Temperature>, HPLC of Formula: 13472-84-9, the main research area is monophosphine palladium catalyst coupling Suzuki Miyaura; E Factor; Suzuki-Miyaura coupling; green chemistry; ligand design; micellar catalysis.

The new monophosphine ligand HandaPhos was identified such that when complexed in a 1:1 ratio with Pd(OAc)2, enables Pd-catalyzed cross-couplings to be run using ≤1000 ppm of this pre-catalyst. Applications to Suzuki-Miyaura reactions involving highly functionalized reaction partners are demonstrated, all run using environmentally benign nanoreactors in water at ambient temperatures Comparisons with existing state-of-the-art ligands and catalysts are discussed herein.

Angewandte Chemie, International Edition published new progress about Cross-coupling reaction. 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, HPLC of Formula: 13472-84-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Takale, Balaram S.; Thakore, Ruchita R.; Handa, Sachin; Gallou, Fabrice; Reilly, John; Lipshutz, Bruce H. published the artcile< A new, substituted palladacycle for ppm level Pd-catalyzed Suzuki-Miyaura cross couplings in water>, Recommanded Product: 3-Chloro-2-methoxypyridine, the main research area is biarene preparation green chem; halide aryl boronic acid Suzuki Miyaura coupling palladium catalyst.

A newly engineered palladacycle that contains substituents on the biphenyl rings along with the ligand HandaPhos is especially well-matched to an aqueous micellar medium, enabling valued Suzuki-Miyaura coupling of aryl halides RX (R = 2-O2NC6H4, 1-benzothiophen-2-yl, 2-fluoropyridin-3-yl, etc.; X = Cl, Br, I) and aryl boronic acids R1B(OH)2 (R1 = 4-ClC6H4, 1-benzofuran-2-yl, pyren-1-yl, etc.) to be run not only in water under mild conditions, but at 300 ppm of Pd catalyst. This general methodol. has been applied to several targets in the pharmaceutical area. Multiple recyclings of the aqueous reaction mixture involving both the same as well as different coupling partners are demonstrated. Low temperature microscopy (cryo-TEM) indicates the nature and size of the particles acting as nanoreactors. Importantly, given the low loadings of Pd invested per reaction, ICP-MS analyses of residual palladium in the products show levels to be expected that are well within FDA allowable limits.

Chemical Science published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, Recommanded Product: 3-Chloro-2-methoxypyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hebel, David; Rozen, Shlomo published the artcile< Utilizing acetyl hypofluorite for chlorination, bromination, and etherification of the pyridine system>, HPLC of Formula: 13472-84-9, the main research area is pyridine chlorination acetyl hypofluorite; etherification pyridine acetyl hypofluorite; bromination pyridine acetyl hypofluorite.

AcOF, which is easily made from F2, possesses a strong electrophilic fluorine. This electrophile is able to attach itself to the nitrogen atom of pyridine and activate the ring toward nucleophilic attacks. The ultimate elimination of HF results in an overall easy nucleophilic displacement of the hydrogen of the important 2-position. The nucleophiles used, originate from solvents such as CH2Cl2, CH2Br2, and various primary alcs. Thus, 2-halo- or 2-alkoxypyridines are formed. The reaction conditions (room temperature, very short reaction times, and good yields) transform the task of direct substitution of the pyridine ring from an extremely difficult to a very easy procedure.

Journal of Organic Chemistry published new progress about Bromination. 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, HPLC of Formula: 13472-84-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Shiao, Min Jen; Shyu, Li Ming; Tarng, Kai Yih; Ma, Ying Tsun published the artcile< A convenient synthesis of halogenated 2-chloropyridines by transformation of halogenated 2-methoxypyridines under Vilsmeier-Haack conditions>, SDS of cas: 13472-84-9, the main research area is Vilsmeir halomethoxypyridine; chlorination halomethoxypyridine; chloropyridine.

The title compounds I (R = Cl; R1 = H, R2 = 3-Cl, 5-Cl, 6-Cl, 3-Br, 5-Br, 6-Br) were conveniently synthesized by reaction of 2-methoxypyridines I (R = OMe) under Vilsmeier-Haack conditions.

Synthetic Communications published new progress about Chlorination. 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, SDS of cas: 13472-84-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Gilchrist, T. L. published the artcile< Product class 3: arynes>, Safety of 3-Chloro-2-methoxypyridine, the main research area is review aryne preparation organic synthesis.

A review of methods to prepare arynes.

Science of Synthesis published new progress about Alkynes, arynes Role: SPN (Synthetic Preparation), PREP (Preparation). 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, Safety of 3-Chloro-2-methoxypyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Beak, Peter; Lee, Jae-Keun; McKinnie, B. Gary published the artcile< Methylation of protomeric ambident nucleophiles with methyl fluorosulfonate: a regiospecific reaction>, Application of C6H6ClNO, the main research area is methylation methyl fluorosulfate regiospecificity; nucleophile methylation regiospecific.

Methylation of 15 protomeric ambident nucleophiles with MeOSO2F occurred regiospecifically at the heteroatom remote from the mobile proton. In most cases the fluorosulfonate salts thus obtained were isolated, identified by NMR spectroscopy, and converted to the neutral methylated derivatives by aqueous base. The compounds studied include 5 of the 9 possible systems X:YZH ⇌ HXY:Z in which Y is C and X and Z are O, N and/or S. In 12 cases the reaction was synthetically useful, although it was sometimes necessary to remove the excess MeOSO2F prior to treatment with base. Three cases give mixtures of methylated products, a result established for the case of 2-pyridone as due to proton transfer from the initial regiospecifically-formed salt.

Journal of Organic Chemistry published new progress about 13472-84-9. 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, Application of C6H6ClNO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Beller, Matthias; Magerlein, Wolfgang; Indolese, Adriano F.; Fischer, Christine published the artcile< Efficient palladium-catalyzed alkoxycarbonylation of N-heteroaryl chlorides - A practical synthesis of building blocks for pharmaceuticals and herbicides. [Erratum to document cited in CA135:210917]>, Product Details of C6H6ClNO, the main research area is erratum butyl pyridinecarboxylate preparation; butyl pyridinecarboxylate preparation erratum; heteroaryl chloride alkoxycarbonylation palladium phosphine ligand catalyst erratum; alkoxycarbonylation chloropyridine palladium catalyst erratum.

The correct structures are given for Table 5, entry 3, product; Table 7, entry 1, product; Table 7, entry 2, product; and Table 7, entry 3, product.

Synthesis published new progress about Alkoxycarbonylation. 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, Product Details of C6H6ClNO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem