55676-25-0

Usage

InChI:InChI=1/C9H11NO2/c1-9(11-5-6-12-9)8-3-2-4-10-7-8/h2-4,7H,5-6H2,1H3

Upstream product

• 350-03-8 methyl-3-pyridylketone 
• 107-21-1 ethylene glycol 
• 144-55-8 sodium hydrogencarbonate 
• 626-55-1 3-Bromopyridine 
• 764-48-7 ethyleneglycol vinyl ether 

Downstream Products

• 89680-89-7 1-(2-benzyloxy-3,4-dimethoxyphenacyl)-3-(1,1-ethylenedioxyethyl)pyridinium bromide 
• 350-03-8 methyl-3-pyridylketone 
• 55738-17-5 1-amino-3-(2-methyl-[1,3]dioxolan-2-yl)-pyridinium; 2,4,6-trimethyl-benzenesulfonate 
• 59032-91-6 1-[2-(3,4-dimethoxy-phenyl)-2-oxo-ethyl]-3-(2-methyl-[1,3]dioxolan-2-yl)-pyridinium; bromide 
• 59033-23-7 1-(3,4-dimethoxy-phenethyl)-3-(2-methyl-[1,3]dioxolan-2-yl)-pyridinium; bromide 
• 59032-99-4 1-(3,4-dimethoxy-phenyl)-2-[3-(2-methyl-[1,3]dioxolan-2-yl)-piperidin-1-yl]-ethanol 
• 59033-14-6 1-[2-(3,4-dimethoxy-phenyl)-2-hydroxy-ethyl]-5-(2-methyl-[1,3]dioxolan-2-yl)-piperidin-2-one 
• 59033-41-9 1-(3,4-dimethoxy-phenethyl)-5-(2-methyl-[1,3]dioxolan-2-yl)-1H-pyridin-2-one 
• 3719-45-7 1-methyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid 
• 84575-46-2 3-Acetyl-4-methylaminopyridine 
• 78541-97-6 (+/-)-2,6-dimethyl-3-ethyl-4,4a,5,6,7,8,8a,9-octahydro-4a,8a-trans-1H-pyrrolo<2,3-g>isoquinolin-4-one 
• 75689-37-1 2,6-dimethyl-3-ethyl-4,4a,5,6,7,8,8a,9-octahydro-4a,8a-cis-1H-pyrrolo<2,3-g>isoquinolin-4-one 
• 55806-53-6 Arecolone 
• 102327-24-2 (2S,3S)-3-Acetyl-2-(1H-indol-3-yl)-piperidine-1-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Palladium-catalyzed regiocontrolled internal heteroarylation of electron-rich olefins with heteroaryl halides

A highly efficient palladium-catalyzed Heck coupling reaction of heteroaryl halides with electron-rich vinyl ether and hydroxyalkyl vinyl ethers is described. It was found that the choice of solvent, ligand, and reaction temperature had a fundamental influence on the regioselectivity and reactivity of the reaction, and the combination of Pd(OAc)2 and DPPF in ethylene glycol led to the most effective catalytic system. Under these conditions, a variety of heteroaryl halides reacted very quickly with electron-rich olefins to afford exclusively the branched products in good to excellent yields without employing triflates, halide scavengers, or ionic liquids.

1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid compounds

1-Azabicyclo[3.2.0]hept-2-ene-2-carboxyic acids having antimicrobial activity have been prepared.

Syntheses of an Antipsychotic Pyrroloisoquinoline from Areca Alkaloids

2,6-Dimethyl-3-ethyl-4,4a,5,6,7,8,8a,9-octahydro-4a,8a-trans-1H-pyrroloisoquinolin-4-one, a conformationally defined antipsychotic agent of current clinical interest, can be synthesized in a two-step, single-pot process from arecoline, a commercially available member of the areca alkaloid group.The yield is diminished by the competing, base-induced rearrangement of arecoline to 1,3-dimethyl-2-pyridone.This problem can be circumvented by using arecolone as the starting material.A convenient synthesis of arecolone from 3-acetylpyridine is described.A modifiedform of the Neber rearrangement was used to prepare 2-amino-3-pentanone hydrochloride for use in the Knorr pyrrole synthesis step of the process.Two isomeric pyrroloisoquinolines produced as minor byproducts were isolated and characterized as the cis- and trans- isomers.Characterization of the latter included an X-ray crystal structure determination.

CARBOLINES. 14. SYNTHESIS OF 5-AZAELLIPTICINE

3-Acetyl-4-methylaminopyridine was obtained by cyanation of 3-acetylpyridine ethyleneketal N-oxide and subsequent chemical transformations of the nitrile group.Condensation of this product with oxindole led to the synthesis of 5H-5,11-dimethylindolo-1,4-naphthyridine - the aza analog of the alkaloid ellipticine.