Method for producing 2-isoquinoline compounds

Details Method for producing 2-isoquinoline compounds Method for producing 2-isoquinoline compounds

1992-09-02

1993-10-26

Ivy, C. Warren

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546147, C07D21716

Patent

active

052567834

ABSTRACT:
1,2,3,4-Tetrahydro-2-isoquinoline-derivatives of the formula ##STR1## wherein R signifies hydroxy, lower alkylamino, lower alkoxy or phenyl-C.sub.2-6 -alkoxy which can carry one or more lower alkyl or lower alkoxy substituents on the phenyl ring,
can be manufactured by cyclizing a phenethylamine derivative of the formula ##STR2## wherein Z signifies benzyloxycarbonyl and R" signifies hydroxy, lower alkylamino, lower alkoxy or phenyl-lower-alkoxy which can carry one or more lower alkyl or lower alkoxy substituents on the phenyl ring,
with formaldehyde in the presence of sulphuric acid in acetic acid to a corresponding tetrahydroisoquinoline derivative of the formula ##STR3## and cleaving off the group Z in the compound obtained.

REFERENCES:
patent: 3836536 (1974-09-01), Morrison et al.
patent: 3906009 (1975-09-01), Farha, Jr.
patent: 4912221 (1990-03-01), O'Reilly et al.
Julian, Journal of the American Chemical Society, vol. 70, 1948, pp. 180-183.
Chrisey, Heterocycles, vol. 29, No. 4, Apr. 1, 1989, pp. 1179-1183.
March, Advanced Organic Chemistry, 3rd Ed., 1985 p. 495.
Database WPIL Week 9036, Derwent Publications Ltd., London, GB; AN 90-272653 and JP-A-02 193 969.

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