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Citation
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HERO ID
1146297
Reference Type
Journal Article
Title
Synthesis of C-14 and C-13, H-2-labeled IKK inhibitor: [C-14] and [C-13(4),D-3]-N-(6-chloro-7-methoxy-9H-pyrido[3,4-b]indol-8-yl)-2-methyl-3-pyridinecarboxamide
Author(s)
Li, YX; Plesescu, M; Prakash, SR
Year
2006
Is Peer Reviewed?
Yes
Journal
Journal of Labelled Compounds and Radiopharmaceuticals
ISSN:
0362-4803
EISSN:
1099-1344
Volume
49
Issue
9
Page Numbers
789-799
DOI
10.1002/jlcr.1093
Web of Science Id
WOS:000240473200004
Abstract
[C-14]-N-(6-Chloro-7-methoxy-9H-pyrido [3,4-b]indol-8-yl)-2-methyl-3-pyridinecarboxamide (5B), an IKK inhibitor, was synthesized from [C-14]-barium carbonate in two steps in an overall radiochemical yield of 41%. The intermediate, [carboxyl-C-14]-2-methylnicotinic acid, was prepared by the lithiation and carbonation of 3-bromo-2-methylpyridine. [C-13(4),D-3]-N-(6-chloro-7-methoxy-9H-pyrido [3,4-b]indol-8-yl)-2-methyl-3-pyridinecarboxamide (5C) was synthesized from [1,2,3,4-C-13(4)]-ethyl acetoacetate and [D-4]-methanol in six steps in an overall yield of 2%. [C-13(4)]-2-methylnicotic acid, was prepared by condensation of [C-13(4)]-ethyl 3-aminocrotonate and acrolein, followed by hydrolysis with lithium hydroxide. Copyright (c) 2006 John Wiley & Sons, Ltd.
Keywords
[C-14]-N-(6-Chloro-7-methoxy-9H-pyrido [3,4-b]indol-8-yl)-2-methyl-3pyridinecarboxamide; [C-13(4),D-3]-N-(6-chloro-7-methoxy-9H-pyrido [3,4-b]indol-8-yl)2-methyl-3-pyridinecarboxamide; [carboxyl-C-14] 2-methylnicotinic acid; [C-13(4)]-2methylnicotinic acid
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Methanol (Non-Cancer)
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