C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/276.1
C07D 495/04 (2006.01)
Patent
CA 1113470
- 16 - Process for the preparation of thieno[2,3-c]- and [3,2-c]pyridines, new thieno[2,3-c]pyridine deriva- tives obtained thereby,and their therapeutic applications. ABSTRACT OF THE DISCLOSURE. This invention relates to a process for the prepa- ration of thieno[2,3-c]- and [3,2-c]pyridines having respectively the following formulae : Image Image (I) and (II) in which R1 and R2, which may be the same or different, represent each a hydrogen atom or an alkyl group, and their pharmaceutically acceptable acid addition salts, comprising : a) condensing a compound of the following formulae (VII) or (VIII), respectively. Image Image (VII) and (VIII) with a sulfonyl chloride having the formula ClSO2R3, in which R3 is a lower alkyl radical or a phenyl radical optionally substituted with a halogen atom or a lower alkyl group, within a two-phase solvent system and in the presence of sodium carbonate; b) oxidizing in a solvent medium the resulting alco- hols having respectively the following formula (V) or (VI): - 17 - Image Image (V) (VI) c) treating the resulting ketones, having the following formula (III) or (IV) : Image Image (III) (IV) with a basic agent having the formula RO-M+ in which R is a branched- or straight-chain aliphatic alkyl radical and M+ is an alkali metal cation, within an alcohol solvent having the formula ROH, ana at the reflux temperature of the reaction mixture, to give the compounds of the formula (I) or (II), respectively. The new compounds have useful anti-inflammatory activity.
317789
Frehel Daniel
Maffrand Jean-Pierre
Goudreau Gage & Associates
Parcor
LandOfFree
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