92486-38-9

Usage

Uses

4-Ethyl-2-pyridinecarbonitrile (cas# 92486-38-9) is a compound useful in organic synthesis.

Upstream product

• 536-75-4 4-Ethylpyridine 
• 7677-24-9 trimethylsilyl cyanide 
• 100-70-9 2-Cyanopyridine 
• 64-17-5 ethanol 
• 14906-55-9 4-ethylpyridine-1-oxide 
• 54453-91-7 2-bromo-4-ethylpyridine 
• 33252-32-3 4-ethylpyridin-2-amine 

Downstream Products

• 59576-27-1 2-acetyl-4-ethylpyridine 
• 79415-18-2 4-ethyl-2-pyridinecarboxylic acid hydrochloride 
• 79415-24-0 (2R,4S)-4-Ethyl-piperidine-2-carboxylic acid 
• 123811-84-7 4-ethyl-BOC-DL-homoproline 
• 123811-85-8 (2S,4R)-4-Ethyl-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester; compound with dicyclohexyl-amine 

Relevant academic research and scientific papers

Ailanthoidine, a novel benzo[c]phenanthridine alkaloid with a cyanopyridine pendant, from a xanthoxylum species

The structure of ailanthoidine isolated from the bark of Xanthoxylum ailanthoides Sieb. et Zucc. has been deduced as 1 on the basis of its spectral data including 2-D NMR spectrosoopy and an X-ray analysis of 7B.

An Improved Synthesis of Homoproline and Derivatives

An improved, general synthesis of substituted homoprolines has been developed by using readily available substituted pyridines (1).A key step in this synthetic procedure involves the known conversion of pyridine-N-oxides to 2-cyanopyridines (3) in nearly quantitative yields.The resulting nitriles are hydrolyzed to the corresponding pyridine-2-carboxylic acids (4).Subsequent reduction of the aromatic ring with PtO2/H2 gives the homoprolines (5) in good yields as racemic cis isomers.This procedure also can be utilized for the preparation of 5,6-benzohomoprolines fromthe appropriate quinoline precursors.The N-tert-butyloxycarbonyl (Boc) derivatives of these amino acids (useful intermediates for peptide synthesis) were also prepared in good yields.

SUBSTITUTION OF ALKYL AND HYDROXYALKYL GROUP FOR RING HYDROGEN AND OF HYDROXYALKYL GROUP FOR CYANO GROUP IN GAMMA-IRRADIATION OF PYRIDINECARBONITRILES IN ALCOHOL

Gamma-irradiation of pyridinecarbonitriles in alcohol in the presence of sulfuric acid brings about the substitution of the alkyl group derived from alcohol for,the ring hydrogen, while that in the absence of sulfuric acid causes the substitution of hydroxyalkyl group for CN at the 2- and 4-positions.Hydroxyalkyl radicals and solvated electrons play important role in the substitution.