64858-29-3

Usage

InChI:InChI=1/C9H7N3/c1-2-4-12-9(3-1)8-5-10-7-11-6-8/h1-7H

Upstream product

• 110-86-1 pyridine 
• 4595-59-9 5-bromopyrimidine 
• 67-68-5 dimethyl sulfoxide 
• 6515-13-5 2-isopropenylpyridine 
• 1122-62-9 2-acetylpyridine 
• 109-04-6 2-bromo-pyridine 
• 109299-78-7 pyrimidine 5-boronic acid 
• 21970-13-8 (pyridin-2-yl)magnesium bromide 
• 109-09-1 2-chloropyridine 
• 17997-47-6 2-tri-n-butylstannylpyridine 
• 65007-00-3 pyridin-2-yl trifluoromethanesulfonate 
• 289-95-2 PYRIMIDINE 
• 17624-36-1 2-pyridyllithium 

Relevant academic research and scientific papers

Metallation of pyridin-2-yldiazines. Use of pyridine ring as ortho-directing group. Diazines. Part 45

Starting from commercial chlorodiazines, we report the synthesis of pyridin-2-yldiazines. The first lithiation and functionalization of these compounds are reported and the regioselectivity of the metallation is discussed. The functionalization via the metallation reaction, provides a new access to substituted pyridin-2-yldiazines, which could be used as building blocks in supramolecules.

Selective Synthesis of Substituted Pyridines and Pyrimidines through Cascade Annulation of Isopropene Derivatives

Diverse substituted pyridines and pyrimidines with high selectivity were obtained using a concise and efficient protocol developed herein. The reaction proceeds via metal-free cascade annulation of isopropene derivatives. Using isopropene derivatives as C3 synthons, NH4I as the “N” source, and formaldehyde or dimethyl sulfoxide as the carbon source, this reaction realizes the efficient formation of intermolecular C-N and C-C bonds.

A General, Multimetallic Cross-Ullmann Biheteroaryl Synthesis from Heteroaryl Halides and Heteroaryl Triflates

Despite their importance to medicine and materials science, the synthesis of biheteroaryls by cross-coupling remains challenging. We describe here a new, general approach to biheteroaryls: the Ni-and Pd-catalyzed multimetallic cross-Ullmann coupling of he

Metal-free arylation of pyrimidines through a photochemical process

Pyrimidinyl and pyrazinyl radicals were generated under moderate energetic irradiation conditions (UVA), and proved to be prompt to undergo C-C bond formation processes. Hetero-biaryl derivatives were obtained in good to high yields with highly interesting functional group selectivities. Bis hetero-biaryls were also easily accessible leading to original compounds, ready for further transformations. Experiments supporting radical processes have been reported.

Remarkable catalytic activity of [PdCl2(CH3CN) 2] in Suzuki-Miyaura cross-coupling reaction in aqueous media under mild conditions

[PdCl2(CH3CN)2] (2 mol%) was found to be an efficient catalyst for the Suzuki-Miyaura cross coupling reaction between aryl bromide and aryl boronic acid in water solvent at 45 °C. The scope of the protocol was extended to various aryl bromides and aryl boronic acids. In general, an effective method has been developed for the Suzuki-Miyaura cross coupling reaction by using a phosphine-free Pd catalyst.

Ligand-promoted C3-selective arylation of pyridines with Pd catalysts: Gram-scale synthesis of (±)-preclamol

The first example of Pd-catalyzed, C3-selective arylation of unprotected pyridines has been developed by employing a catalytic system consisting of Pd(OAc)2 and 1,10-phenanthroline. This protocol provides an expeditious route to an important class of 3-arylpyridines and 3-arylpiperidines frequently found in bioactive compounds. A brief synthesis of the drug molecule (±)-preclamol is also reported.

Kumada-corriu cross-couplings with 2-pyridyl grignard reagents

Chemical Equation Presentation SPOs meet the challenge: A palladium complex derived from air- and moisture-stable secondary phosphine oxide (SPO) (1-Ad)2P(O)H enables general cross-coupling reactions of challenging electron-deficient 2-pyridyl Grignard reagents with ample scope (see scheme)

Palladium-catalyzed cross-coupling reactions of 2-pyridylborates with air-stable HASPO religands

A novel, air-stable TADDOLP(O)H derivative bearing electron-withdrawing substituents allows for efficient Suzuki-Miyaura cross-couplings with challenging electron-deficient 2-pyr-idylborates as nucleophiles.

A general and efficient method for the Suzuki-Miyaura coupling of 2-pyridyl nucleophiles

(Chemical Equation Presented) One of the most general systems for the cross-coupling of aryl and heteroaryl bromides and chlorides with 2-pyridyl-derived nucleophiles has been developed, for which catalysts comprising [Pd2(dba)3] and either diaryl (1) or dialkyl phosphine oxide (2) supporting ligands were found to be ideal (see scheme).

A versatile method for suzuki cross-coupling reactions of nitrogen heterocycles

(Chemical Equation Presented) A wide-ranging study of Suzuki reactions which use nitrogen-containing heterocycles is described (see scheme; dba = dibenzylideneacetone, Cy = cyclohexyl). This method is highly versatile (a single procedure was used for all substrates, including boronate esters and trifluoroborates), compatible with a variety of unprotected functionalities (e.g., NH2-and OH-substituted substrates), and efficient even with unactivated aryl chlorides.