75689-37-1

Basic information

• Product Name: 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
• CAS NO: 75689-37-1
• Molecular Weight: 246.352
• Mol File: 75689-37-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 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(CAS DataBase Reference)
• NIST Chemistry Reference: 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(75689-37-1)
• EPA Substance Registry System: 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(75689-37-1)

Safety Data

• Hazardous Substances Data: 75689-37-1(Hazardous Substances Data)

Upstream product

• 75690-06-1 (+/-)-heexahydro-2-methyl-6,8(2H,7H)-isoquinolinedione 
• 32818-79-4 2-(hydroxyimino)pentan-3-one 
• 79851-68-6 2-aminopentan-3-one hydrochloride 
• 88599-20-6 arecolone hydrobromide 
• 108-59-8 malonic acid dimethyl ester 
• 63-75-2 arecoline 
• 55676-25-0 3-(2-methyl-[1,3]dioxolan-2-yl)-pyridine 
• 88599-19-3 1-methyl-3-(2-methyl-1,3-dioxolan-2-yl)pyridinium iodide 
• 350-03-8 methyl-3-pyridylketone 
• 78477-69-7 1,2,3,4,4a,7-hexahydro-6,8-dimethoxy-2-methylisoquinoline 
• 50-00-0 formaldehyd 
• 75689-36-0 3-Ethyl-2-methyl-6-(2-methylamino-ethyl)-1,5,6,7-tetrahydro-indol-4-one; hydrochloride 
• 55806-53-6 Arecolone 
• 105-53-3 diethyl malonate 

Relevant articles and documents

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.