Process for the preparation of 2-(thien-2-yl)- and 2-(thien-3-yl

Details Process for the preparation of 2-(thien-2-yl)- and 2-(thien-3-yl Process for the preparation of 2-(thien-2-yl)- and 2-(thien-3-yl

1982-06-29

1984-12-11

Rotman, Alan L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549 59, 549 60, 549 61, 549 68, 549 71, C07D40912, C07D33320

Patent

active

044879318

ABSTRACT:
The present invention provides a multistep process for the preparation of 2-(thien-2-yl)- and 2-(thien-3-yl)-ethylamine intermediates of the general formula:- ##STR1## in which R.sub.1, in the 2-, 3-, 4- or 5-position, is a hydrogen or halogen atom, a nitro, amino, cyano or carboxyl group, a linear or branched alkyl or alkoxy radical or a heterocyclic or non-heterocyclic aromatic radical, which is optionally mono- or polysubstituted, R.sub.2 is a hydrogen atom, a linear or branched alkyl radical or a heterocyclic or non-heterocyclic aromatic radical, which is optionally mono- or polysubstituted, and Ar is a heterocyclic or non-heterocyclic aromatic radical, which is optionally mono- or polysubstituted, when the aminoethyl radical is in the two position and the radical R.sub.1 is in the 4- or 5-position, the above intermediates can be converted into 4,5,6,7-tetrahydrothieno[3,2-c]pyridine derivatives according to a procedure set forth in U.S. Pat. No. 4,127,580. When the aminoethyl radical is in the 3-position and the radical R.sub.1 is in the 4- or 5-position, the above intermediates can be converted into 4,5,6,7-tetrahydrothieno[2,3-c]pyridine derivatives according to a procedure set forth in U.S. Pat. No. 4,127,580. Both sets of tetrahydrothieno pyridine final products possess anti-inflammatory, vasodilator and blood platelet aggregation inhibition activity.

REFERENCES:
patent: 4127580 (1978-11-01), Braye
Burger, Medicinal Chemistry, Second Edition, pp. 78-79, Interscience Publishers, RS 403 B-8, C.7, (1960).

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