Facile Preparation of (S)-N-[(1-Ethyl-2-pyrrolidinyl)methyl]-2,3-dimethoxy-5-(tributyltin)benzamide from Isoremoxipride: The Precursor of [125I]- and [123I]Epidepride
- 1 April 1991
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 21 (8-9) , 1091-1095
- https://doi.org/10.1080/00397919108019800
Abstract
[125I]Epidepride, (S)-(−)-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-[125I]iodo-2,3-dimethoxybenzamide ([125I]NCQ 219), is a new, extremly potent radioligand, useful in the study of the distribution of the dopamine D-2 receptors in the brain. Its synthesis requires radioiodination of the corresponding 5-(tributyltin) derivative. The aryltin precursor (TDP 526) can be conveniently prepared in high yield from isoremoxipride (FLB 457) by tetrakis(triphenylphosphine)palladium(0)-catalyzed stannylation using bis(tri-n-butyltin) in triethylamine. An improved method for the preparation of isoremoxipride from o-vanillin was developed.Keywords
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