4-hydroxyindole derivatives, the process for preparation thereof

Details 4-hydroxyindole derivatives, the process for preparation thereof 4-hydroxyindole derivatives, the process for preparation thereof

1989-08-28

1990-12-11

Ceperley, Mary E.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548467, 548483, 548486, 548501, 548502, 548509, C07D40312

Patent

active

049772740

ABSTRACT:
The invention relates to new 4-hydroxyindole derivatives of general formula: ##STR1## in which R represents a labile protective group and R.sub.1 can represent hydrogen, a C.sub.1 -C.sub.6 alkyl radical, a C.sub.3 -C.sub.6 cycloalkyl radical, a lower alkoxy radical, a lower hydroxyalkyl radical, a lower (lower alkoxy) alkyl radical, a phenyl radical optionally substituted with a halogen atom or a lower alkyl or lower alkoxy radical, a cyano radical, a radical of formula ##STR2## in which R.sub.2 and R.sub.3, which may be identical or different, each represent hydrogen or a lower alkyl radical, R.sub.4 represents a hydroxy group, a lower alkyl or lower alkoxy radical or a radical ##STR3## in which R.sub.2 and R.sub.3 have the same meaning as above, R.sub.5 represents a lower alkyl radical and Alk represents a single bond or a straight- or branched-chain alkylene radical having from 1 to 4 carbon atoms.
The invention also relates to a process for preparing 4-(3-amino-2-hydroxypropoxy)indole derivatives from the said 4-hydroxyindole derivatives.

REFERENCES:
patent: 3471515 (1969-10-01), Troxler et al.
patent: 4287125 (1981-09-01), Soula
patent: 4510315 (1985-04-01), Demarne et al.
Helv. Chimica Acta, vol. 54, p. 2411 (1971) Seemann et al., Beitrage zur Chemie der 4-Hydroxyindol-Verbindungen.
W. Weber et al., Phase Transfer Catalysis in Organic Synthesis, Springer-Verlag, New York (1977), pp. 1-9.
W. Houlihan, Indoles Part Three, p. 171, John Wiley and Sons, Inc. N.Y. (1979).

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