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Synthesis of tritium labelled metergoline, nicergoline, 1-demethylnicergoline and of 3H, 14C double labelled nicergoline

✍ Scribed by G. P. Vicario; G. C. Perucca; P. G. Ramella; F. Arcamone

Publisher
John Wiley and Sons
Year
1978
Tongue
French
Weight
602 KB
Volume
15
Category
Article
ISSN
0022-2135

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✦ Synopsis

3 fi, 10-HJMetergoline (9) has been prepared starting from 1-methyllysergamide (5) which was reduced with tritium gas to 1-methyl-fi, 1 0-3H]dihydrolysergamide. ted to 2 in two steps with a 42% overall radiochemical yield.

[ G 3 H ] and 6 7 -HJnicergoline were prepared starting from generally labelled fi and from 2 respectively. The latter was obtained by reducing the ester (13) with sodium borol3H2hydride. Similarly, l-demethyl-fi7-HJnicergoline (=) was also obtained. & m b ~l -~~C 2 5-bromonicotinic acid (2) was prepared from K14CN y & 3-L-l 4CJcyanopyridine (16) which was converted into 17 and Einally brominated. nicergoline (z) was obtained by condensation of 2 and 2.

Radiochemical yield of l5, 1 & , and 15b from 3 and was approximately 4osC after the chromatographic purification step.

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