Synthesis of piperidine analogs of 1-(3-chlorophenyl)piperazine, a well known serotonin ligand
✍ Scribed by Stanislav Rádl; Petr Hezký; Jan Taimr; Jan Proška; Ivan Krejčí
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1999
- Tongue
- English
- Weight
- 469 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0022-152X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Synthesis of arylpiperideines 3a‐3d and arylpiperidines 4a‐4d as analogs of a well known serotonin ligand 1‐(3‐chlorophenyl)piperazine is reported. Starting aryllithium derivatives were treated with 1‐methyl‐piperdin‐4‐one to provide the corresponding hydroxy derivatives 6a and 6b. N‐Methylpiperideine derivatives 3a and 3c were obtained by their dehydration while the corresponding N‐unsubstituted compounds 3b and 3d were prepared indirectly by a three‐step procedure. Hydrogenation of piperideine 3a provided the corresponding piperidine derivative 4a which after demethylation yielded 4b. Similar 4‐pyridyl derivatives 4c and 4d were prepared by a similar strategy via the corresponding methoxy derivatives.
📜 SIMILAR VOLUMES
## Abstract The synthesis of racemic [2‐{(4‐Chlorophenyl) (4‐iodophenyl)} methoxyethyl]‐1‐piperidine‐3‐carboxylic acid, (CIPCA) and its radioiodinated analog [^125ß^I]CIPCA is described. CIPCA was synthesized from 4‐iodobenzoyl chloride in five steps in 16% overall yield. Ammonium sulfate catalyzed
## Abstract The radiochemical synthesis of the high affinity, selective sigma receptor ligand, N^1^‐3‐[^18^F]Fluoropropyl‐N^4^‐2‐([3,4‐dichlorophenyl]ethyl)piperazine, is reported. The labeled compound is prepared by fluoride displacement on a bismethanesulfonate salt of the propyl methanesulfonylo
A tritiated photoaffinity ligand for the dopamine reuptake transporter protein, 1-[2-(diphenylmethoxy) ethyl] -4-[ 3-(3 -azidophenyl)-2,3-ditritiopropyl]piperazine, of specific activity 41.8 Cilmmol, was prepared in six steps starting from 1-[2-(diphenylmethoxy)ethyl] piperazine.