C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/328.2, 260/2
C07D 333/04 (2006.01) C07D 333/20 (2006.01) C07D 333/32 (2006.01) C07D 409/00 (2006.01) C07F 9/32 (2006.01) C07F 9/40 (2006.01) C07F 9/50 (2006.01) C07F 9/58 (2006.01) C07F 9/655 (2006.01) C07F 9/6553 (2006.01)
Patent
CA 1205810
ABSTRACT . The present invention provides a process for the preparation of 2-(thien-2-yl)- and 2-(thien-3-yl)- ethylamine derivatives of the general formula:- Image (I) in which R1, in the 2-, 3-, 4 or 5-position, is a hydrogen or halogen atom, a nitro, carboxyl, cyano or amino group, a linear or branched alkyl or alkoxy radical or a heterocyclic or non-heterocyclic aromatic radical, which is optionally mono- or polysubstituted, the aminoethyl chain is in the 2- or 3-position, R2, R3 and R4, which are the same or different, are hydrogen atoms or heterocyclic or non-heterocyclic aroma-tic radicals, which are optionally mono- or polysubstituted, and Ar is a heterocyclic or non-heterocyclic aromatic radical, which is optionally mono- or polysubstituted, wherein a compound of the general formula:- Image (II) in which R3 has the above-given meaning and X and Y, and Y, which may be the same or different, are alkyl, alkoxy, aryl, aryloxy, dialkylamino or diarylamino radicals, is condensed with a carbonyl compound of the general formula:- Image (III) in which Ar and R4 have the above-given meanings, to give a compound of the general formula:- Image (IV) in which X, Y, Ar, R3 and R4 have the above-given meanings, which is treated with a base of the general formula B?M? to give a carbanion of the general formula:- Image (V) in which X, Y, Ar, R3 and R3 have the above-given meanings, which is reacted with a carbonyl derivative of the general formula:- Image (VII) in which R1 and R2 have the above given meanings, to give a compound or the general formula:- Image (VIII) in which R1, R2, R3, R4 and Ar have the above-given meanings, which is treated with a reducing agent to give a compound of general formula (I).
406290
Chekroun Isaac
Heymes Alain
Ridout & Maybee Llp
Sanofi
LandOfFree
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