Please use this identifier to cite or link to this item:
Title: Convenient synthesis of Carvedilol utilizing 3-(9H-carbazol-4-yloxy)-1-chloropropan-2-yl phenyl carbonate as a key intermediate
Authors: Kumar, B Anand
Ashrafuddin, Md
Rajesh, V
Parveen, Sadhika
Madhusudhan, G
Keywords: Carvedilol;3-(9H-carbazol-4-yloxy)-1-chloropropan-2-yl phenyl carbonate;3-(9H-carbazol-4-yloxy)-1-chloropropan-2-yl2-(2-methoxyphenoxy) ethylcarbamate;Impurity B;β-Adrenergic blocking agent;β-Amino alcohol
Issue Date: May-2012
Publisher: NISCAIR-CSIR, India
Abstract: Convenient synthesis of pharmaceutically important moiety Carvedilol, 1 (β-adrenergic blocking agent) has been reported utilizing 3-(9H-carbazol-4-yloxy)-1-chloropropan-2-yl phenyl carbonate 8 as a key intermediate. The synthetic scheme involves the reaction of intermediate 8 with 2-(2-methoxy phenoxy)­ethanamine 5 by using N,N-Dimethyl-4-aminopyridine (DMAP) in N,N-dimethylformamide (DMF) which yield 3-(2-(2-methoxyphenoxy)ethyl)-5-((9H-carbazol-4-yloxy)methyl)oxa­zo­lidin-2-one 7 via 1-(9H-carbazol-4-yloxy)-3-chloropropan-2-yl 2-(2-methoxyphenoxy)ethylcarbamate 6. The resulted compound 7 has further been converted to the required Carvedilol and this approach could be useful for the preparation of many β-amino alcohols without formation of Impurity B.
Page(s): 780-784
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.51B(05) [May 2012]

Files in This Item:
File Description SizeFormat 
IJCB 51B(5) 780-784.pdf84.09 kBAdobe PDFView/Open

Items in NOPR are protected by copyright, with all rights reserved, unless otherwise indicated.