Palladium catalyzed ring closure of triazolyltryptamine

Details Palladium catalyzed ring closure of triazolyltryptamine Palladium catalyzed ring closure of triazolyltryptamine

1994-05-24

1996-10-22

Haley, Jacqueline

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

5482664, C07D40112

Patent

active

055678246

ABSTRACT:
A new process is described for the synthesis of the triazolyl tryptamine: ##STR1## and related compounds. The process involves a palladium-catalyzed ring closure between a substituted ortho-iodoaniline and a protected 1-alkynol. The process is carded out at high temperature, e.g. 100.degree. C., in a dry inert solvent, e.g., DMF and in the presence of a proton acceptor, e.g., Na.sub.2 CO.sub.3 or a trialkylamine. The triazolyl tryptamine, as well as acid addition salts thereof, is a 5 HT.sub.1 D receptor agonist having anti-migraine properties.

REFERENCES:
patent: 5298520 (1994-03-01), Baker et al.
Chem Abstracts, vol. 116, No. 19, Ab. No. 194092p, "Conversion of 2-iodoaniline . . . " by Luo, F. T. et al., May 11, 1992.
Tetrahedron Letters, vol. 35, No. 38, pp. 6981-6984, (1994) "Synthesis of the 5-HT1D Receptor Agonist . . . " C. Y. Chen et al.
B. A. Astleford et al., J. Org. Chem., vol. 54, pp. 731-732 (1989).
D. Wensbo et al., Tetrahedron Letters, vol. 34, No. 17, pp. 2823-2826, (1993).
T. Jeschke et al., Tetrahedron Letters, vol. 34, No. 40, pp. 6471-6474, (1993).
R. C. Larock et al., J. Am. Chem. Soc., vol. 113, pp. 6689-6690 (1991).

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