Process for the preparation of aceclofenac

C - Chemistry – Metallurgy – 07 – C

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C07C 227/18 (2006.01) C07C 211/03 (2006.01) C07C 229/42 (2006.01)

Patent

CA 2330435

Compounds of formula (I), wherein R1, R2 and R3 are independently selected from lower alkyl groups C1-C4 or hydrogen, are particularly useful intermediates in producing Aceclofenac. The compounds are prepared by reacting Diclofenac acid with triethylamine, diisopropylamine or ammonia in a solvent at a temperature of from 20 ~C to 60 ~C. The compounds of formula (I) are reacted with an appropriate .alpha.-haloacetic acid ester to form acetates which are deprotected to form Aceclofenac. Other .alpha.-Arylpropanoic Acid NSAID's may be prepared analogously.

L'invention concerne des composés correspondant à la formule (I) dans laquelle R?1¿, R?2¿ et R?3¿ sont choisis indépendamment parmi des groupes alkyle C¿1?-C¿4? ou hydrogène. Ces composés constituent des intermédiaires particulièrement utiles dans la production d'acéclofénac. On prépare ces composés en faisant réagir de l'acide de diclofénac avec une triéthylamine, une diisopropylamine ou de l'ammoniaque, dans un solvant, à une température de l'ordre de 20 à 60 ·C. On fait réagir les composés de la formule (I) avec un ester d'acide .alpha.-haloacétique afin de former des acétates que l'on déprotège pour former l'acéclofénac. On peut préparer de la même façon d'autres médicaments anti-inflammatoires non stéroïdiens contenant de l'acide .alpha.-arylpropanoïque.

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