93222-94-7

Basic information

• Product Name: 4H-Pyrrolo[3,2-h]isoquinolin-4-one, 3-ethyl-1,5,5a,6,7,8,9,9a-octahydro-2,8-dimethyl-, trans-
• CAS NO: 93222-94-7
• Molecular Formula: C15H22N2O
• Molecular Weight: 246.352
• Mol File: 93222-94-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4H-Pyrrolo[3,2-h]isoquinolin-4-one, 3-ethyl-1,5,5a,6,7,8,9,9a-octahydro-2,8-dimethyl-, trans-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-Pyrrolo[3,2-h]isoquinolin-4-one, 3-ethyl-1,5,5a,6,7,8,9,9a-octahydro-2,8-dimethyl-, trans-(93222-94-7)
• EPA Substance Registry System: 4H-Pyrrolo[3,2-h]isoquinolin-4-one, 3-ethyl-1,5,5a,6,7,8,9,9a-octahydro-2,8-dimethyl-, trans-(93222-94-7)

Safety Data

• Hazardous Substances Data: 93222-94-7(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 
• 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.