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Synthesis of (R)-(+)-1,2,3,6-tetrahydro-4-[U-14C]phenyl-1- [(3-phenyl-3-cyclohexenyl-1-yl)methyl]pyridine, a potential antipsychotic agent

✍ Scribed by I. Victor Ekhato; Che C. Huang

Publisher: John Wiley and Sons
Year: 1995
Tongue: French
Weight: 371 KB
Volume: 36
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580360107

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✦ Synopsis

1,2,3,6-Tetrahydr0-4-[U-1~C]phenylpyridine (12) was synthesized and coupled to (R)-3-phenyl-3-cyclohexene-1-carboxylic acid to make the titled compound 2 in 21% overall yield. Purification considerations were an important factor in the choice of a reaction sequence to 2, and successful synthesis was facilitated by the superiority of BF3.0Et2 as dehydrating reagent in this system. This otherwise problematic sequence offers an efficient and simple route to compound 2 (PD 143188) .

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