89324-17-4

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Cyano-6-hydroxypyridine is used as a key intermediate in the production of pharmaceuticals, contributing to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Production:
2-Cyano-6-hydroxypyridine also serves as an intermediate in the synthesis of agrochemicals, playing a crucial role in the creation of effective pesticides and other agricultural products to enhance crop protection and yield.
Used in Functional Material Production:
2-Cyano-6-hydroxypyridine is utilized as an intermediate in the production of various functional materials, showcasing its versatility in different industrial applications.
Used in Dye and Pigment Manufacturing:
2-Cyano-6-hydroxypyridine finds use in the manufacturing of dyes and pigments, where its chemical structure contributes to the color and properties of these products, important for a wide range of industries including textiles, plastics, and printing.
Used in the Production of Fine Chemicals:
2-Cyano-6-hydroxypyridine is employed in the synthesis of fine chemicals, which are high-purity chemicals used in various specialized applications, reflecting its importance in the chemical industry.

InChI:InChI=1/C6H4N2O/c7-4-5-2-1-3-6(9)8-5/h1-3H,(H,8,9)

Upstream product

• 1314968-34-7 1,6-dihydro-6-methoxypyridine-2-carbonitrile 
• 40473-07-2 6-bromo-2-methoxypyridine 
• 626-05-1 2,6-Dibromopyridine 
• 1628-89-3 2-methoxypyridine 
• 83621-01-6 2-cyano-6-methoxypyridine 

Downstream Products

• 353454-88-3 (Z)-1-(2-bromo-3-phenylprop-2-enyl)-6-oxo-1,6-dihydropyridine-2-carbonitrile 
• 30062-37-4 indolizino[1,2-b]quinolin-9(11H)-one 
• 913827-68-6 1,6-dihydro-1-[3-(2,3-dimethoxyphenyl)-2-propynyl]-6-oxo-2-pyridinecarbonitrile 
• 913827-66-4 1,6-dihydro-1-[3-(2-methoxyphenyl)-2-propynyl]-6-oxo-2-pyridinecarbonitrile 
• 353454-92-9 1-[(Z)-2-iodo-3-(2-methoxyphenyl)prop-2-enyl]-6-oxo-1,6-dihydropyridine-2-carbonitrile 
• 353454-91-8 1-[(Z)-2-Iodo-3-phenylprop-2-enyl]-6-oxo-1,6-dihydropyridine-2-carbonitrile 

Relevant academic research and scientific papers

PYRIMIDINE COMPOUNDS FOR THE TREATMENT OF INFLAMMATION

Compounds of Formula (I): wherein A, X, R2 and R4 are as defined herein, are disclosed.

Cascade radical synthesis of heteroarenes via iminyl radicals

A novel cascade cyclisation protocol has been developed which 'zips up' two rings to form new tetracycles. In the protocol, treatment of vinyl bromides and iodides with hexamethylditin (Me3Sn· yields intermediate vinyl radicals which undergo 5-exo cyclisation onto nitrile groups to yield intermediate iminyl radicals. The iminyl radicals can undergo 6-endo cyclisation (or 5-exo followed by neophyl rearrangement) to yield tetracyclic π-radicals which lose hydrogen (H·) in an H-abstraction step. Methyl radicals, generated from the breakdown of trimethylstannyl radicals (Me3Sn·), are proposed as a possible H-abstractor for this final oxidative step. The protocol has been used to synthesise the tetracyclic rings A-D (tetracycle indolizino[1,2-b]quinolin-9(11H)-one) of the anticancer alkaloids camptothecin, mappicine, nothapodytine B and nothapodytine A. The protocol has also been applied to the synthesis of analogues of camptothecin in which ring A has been replaced by thiophene (8,10-dihydrothieno[2′,3′:5,6]pyrido[2,3-a]indolizin-8-one) and ring D by pyrrole (10H-pyrrolizino[1,2-b]quinoline) and benzene (11H-indeno[1,2-b]quinolin-11-one).

Synthesis of heteroarenes via radical cyclisation onto nitriles

A new protocol for the synthesis of tetracyclic nitrogen heteroarenes using cascade radical cyclisation has been developed. The key steps involve 5-exo vinyl radical cyclisation onto nitriles to yield intermediate iminyl radicals which cyclise onto an arene rings. Rings A-D of the anticancer alkaloids camptothecin, mappicine and nothapodytines A and B have been synthesised using this protocol.