Synthesis of14C-labeled 4-hydroxyindole as an intermediate for the preparation of (S)-2-[4-[2-[3-(indol-2-[14C]-4-yloxy)-2-hydroxypropylamino]-2-methylpropyl]-phenoxy]pyridine-5-carboxamide (LY368842-[indole-14C]) glycolate
| Autor: | Dean K. Clodfelter, Boris A. Czeskis, William J. Wheeler |
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| Rok vydání: | 2002 |
| Předmět: |
Indole test
Bicyclic molecule Chemistry medicine.drug_class Vicarious nucleophilic substitution Stereochemistry Organic Chemistry Carboxamide Reaction intermediate Biochemistry Chemical synthesis Analytical Chemistry chemistry.chemical_compound Drug Discovery Pyridine medicine Nucleophilic substitution Radiology Nuclear Medicine and imaging Spectroscopy |
| Zdroj: | Journal of Labelled Compounds and Radiopharmaceuticals. 45:1143-1152 |
| ISSN: | 1099-1344 0362-4803 |
| Popis: | Synthesis of 4-hydroxyindole labeled with 14C at the 2-position was accomplished based on the vicarious nucleophilic substitution reaction of benzyl-protected 3-nitrophenol with p-chlorophenoxyacetonitrile-[1-14C]. This was followed by the reductive cyclization of o-nitrocyanomethyl derivative by palladium catalyzed hydrogenation. p-Chlorophenoxyacetonitrile-[1-14C] was prepared from commercially available p-chlorophenoxymethyl chloride and sodium cyanide-[14C]. 4-Hydroxyindole-[2-14C] was used for the synthesis of 14C-labeled β3 adrenergic agonist LY368842. Copyright © 2002 John Wiley & Sons, Ltd. |
| Databáze: | OpenAIRE |
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