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11 C‐labelling of heterocyclic aromatic compounds in ring positions: synthesis of [2‐ 11 C]indole
Author(s) -
Zessin J.,
Steinbach J.
Publication year - 1998
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/(sici)1099-1344(199807)41:7<669::aid-jlcr113>3.0.co;2-0
Subject(s) - chemistry , benzaldehyde , acetic acid , indole test , labelling , ammonium hydroxide , styrene , catalysis , organic chemistry , ammonium acetate , sodium hydroxide , nitro , ring (chemistry) , ammonium chloride , medicinal chemistry , biochemistry , polymer , high performance liquid chromatography , alkyl , copolymer
A first synthetic method for 11 C‐labelling of the indole ring has been developed. The route involves the synthesis of β,2‐dinitro‐[β‐ 11 C]styrene 3 by condensation of nitro‐[ 11 C]methane 1 with o‐nitro‐benzaldehyde 2 . This reaction was carried out either in ethanol with sodium hydroxide as a catalyst or in glacial acetic acid with ammonium acetate. The subsequent reduction of β,2‐dinitro‐[β‐ 11 C]styrene 3 using titanium(III) chloride yielded [2‐ 11 C]indole 4 . The synthesis time was 22 min, starting from nitro‐[ 11 C]methane 1 . © 1998 John Wiley & Sons, Ltd.