Synthesis of two fluoro analogues of the nicotinic acetylcholine receptor agonist UB-165

被引：29

作者：

Sutherland, A

Gallagher, T

Sharples, CGV

Wonnacott, S

机构：

[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

[2] Univ Bath, Dept Biol & Biochem, Bath BA2 7AY, Avon, England

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 68卷 / 06期

关键词：

D O I：

10.1021/jo026698b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two racemic fluoropyridine analogues 4 and 5 of the potent nicotinic agonist UB-165 have been synthesized. Halogenated pyridines 7 and 12 provided the organometallic reagents needed for the Negishi and Suzuki coupling reactions used for the preparation of 4 and 5, and the N-vinyloxycarbonyl protecting group of 8 and 15 was cleaved using a novel trifluoroacetic acid-mediated deprotection protocol. Analogue 4 retained high binding affinity at rat brain α4β2 and α7 nicotinic receptors.

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页码：2475 / 2478

页数：4

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