C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/276.1
C07D 495/04 (2006.01)
Patent
CA 1182117
ABSTRACT OF THE DISCLOSURE The present invention provides a process for the preparation of 5,6,7,7a-tetrahydro-4H-thieno(3,2-c)-pyridin- 2-one derivatives of the general formula: Image (I) in which R is a hydrogen atom or a phenyl radical optionally substituted by at least one halogen atom, lower alkyl radi- cal, lower alkoxy radical, nitro group, carboxy group, alkoxycarbonyl radical or cyano group; R' is a hydrogen atom or a lower alkyl radical; and n is 0, 1, 2, 3 or 4; and of their acid addition salts with mineral and organic acids, wherein a) a compound of the general formula: Image (II) in which R, R' and n have the same meanings as above, is treated with a solution of hydrogen peroxide in a mixture of acetic acid and hydrobromic acid to give a brominated derivative of the general formula: Image (III) in which R, R' and n have the same meanings as above; b) the brominated derivative (III) is converted into an organo-magnesium compound in an inert anhydrous solvent, this organo-magnesium compound then being condensed with tert.-butyl perbenzoate to give a compound of the general formula: Image (IV) in which R, R' and n have the same meanings as above; and c) the compound (IV) is heated to a temperature of from 80 to 180°C. in the presence of a mineral or organic acid to give the desired derivative of general formula (I).
391073
Ashida Shinichiro
Boigegrain Robert
Maffrand Jean-Pierre
Matsubayachi Kynichi
Suzuki Norio
Goudreau Gage Dubuc
Sanofi
LandOfFree
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