194490-13-6

Usage

InChI:InChI=1/C10H8N2/c1-7-2-3-10-9(4-7)8(5-11)6-12-10/h2-4,6,12H,1H3

Upstream product

• 52562-50-2 5-methylindole-3-carboxaldehyde 
• 614-96-0 5-methyl-1H-indole 
• 140-29-4 phenylacetonitrile 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 
• 75-52-5 nitromethane 
• 928664-98-6 4-isoxazoleboronic acid pinacol ester 
• 583-68-6 2-bromo-p-toluidine 

Downstream Products

• 934290-49-0 C₁₉H₁₆N₂O₂ 
• 934290-53-6 C₁₇H₁₂N₂O₂ 

Relevant academic research and scientific papers

Efficient construction of diverse 3-cyanoindoles under novel tandem catalysis

A novel and rapid construction of 3-cyanoindoles by palladium-catalyzed tandem reactions has been developed. "N-H"free unprotected, N-alkyl and N-aryl 3-cyanoindoles are obtained with good to excellent yields. The usefulness of this synthetic approach is further demonstrated by the successful synthesis of practical compounds such as the therapeutic estrogen receptor ligand A precursor. Mechanism study shows that the tandem catalysis exploits a Suzuki cross-coupling with subsequent base-induced isoxazole fragmentation, followed by the aldimine condensation.

Aromatic heterocyclic compound and a method of producing aminonitrile

PROBLEM TO BE SOLVED: To provide a novel method of turning an aromatic heterocyclic compound into nitrile, by which a raw material having high toxicity is not needed, the amount of a byproduct can be reduced and structural restriction of a usage raw material is reduced.SOLUTION: In the method of turning the aromatic heterocyclic compound into the nitrile, a nitrogen-containing aromatic heterocyclic compound represented by general formula (1), a silicon compound represented by general formula (2) and a nitromethane are reacted in the presence of one or more zinc catalysts selected from the group consisting of zinc sulfonate, zinc sulfonamide and a zinc halide to obtain the nitrile compound of the aromatic heterocyclic compound represented by general formula (3).

Zinc-catalyzed direct cyanation of indoles and pyrroles: Nitromethane as a source of a cyano group

With nitromethane and diphenylsilane (Ph2SiH2), zinc triflate behaves as a Lewis acid catalyst for the cyanation of nitrogen-containing heteroarenes such as indoles and pyrroles. This is the first realization of the Lewis acid-catalyzed direct cyanation of a C(aryl)-H bond with no CN group-containing cyanating agent.

Copper-mediated C3-cyanation of indoles by the combination of amine and ammonium

A copper-promoted C3-cyanation of both the free N-H and N-protected indoles by N,N,N′,N′-tetramethyl-ethane-1,2-diamine (TMEDA) and ammonium is achieved. The iminium ion acts as the intermediate in this transformation, which is sequentially electrophilically attacked by indole and H2O followed by hydrolyzation to form the aldehyde. Then the reaction between the aldehyde and ammonium afforded nitriles. The reaction employs O2 as a clean oxidant with good efficiency and functional group tolerance. Thus, it represents a facile and safe procedure leading to 3-cyano indoles. The Royal Society of Chemistry 2014.

Cyanation of indoles with benzyl cyanide as the cyanide anion surrogate

A copper-mediated direct cyanation of indoles with benzyl cyanide as the cyanide anion surrogate has been achieved. The cascade reaction furnished 3-cyanoindoles under mild reaction conditions in good to excellent yields with various functional groups tolerance.

NITROGENATED HETEROCYCLIC COMPOUND AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

The present invention relates to novel compounds having a xanthine oxidase inhibitory effect and an uricosuric effect and pharmaceutical compositions comprising the same as an active ingredient. That is, the present invention relates nitrogen-containing heterocyclic compounds represented by the following general formula (I): wherein Y1 represents N or C(R4) ; Y2 represents N or C(R5) ; R4 and R5 independently represent an alkyl group, a hydrogen atom etc. ; one of R1 and R2 represents an optionally substituted aryl group, an alkoxygroup or an optionally substituted heterocyclic group; the other of R1 and R2 represents a haloalkyl group, a cyanogroup, ahalogenatometc.; and R3 represents a 5-tetrazolyl group or a carboxy group, and pharmaceutically acceptable salts thereof, and pharmaceutical compositions comprising the same as an active ingredient.

Thiazolylbenzofuran derivatives and pharmaceutical compositions containing them

This invention relates to novel thiazolylbenzofuran derivatives of formula (I) wherein R1 is lower alkyl, L is single bond or lower alkylene optionally substituted with aryl, oxo or hydroxy, and Q is a heterocyclic group optionally substituted with one or more suitable substituent(s); or lower alkoxy substituted with aryl which is substituted with one or more suitable substituent(s) and at least one of which is lower alkoxy optionally substituted with cyano, protected carboxy, carboxy, lower alkylene, a heterocyclic group optionally substituted with oxo, or amidino optionally substituted with hydroxy or lower alkoxy, or its salt, which possess activities as leukotriene and SRS-A antagonists or inhibitors.