Method of preparing cox-2 inhibitors

C - Chemistry – Metallurgy – 07 – D

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C07D 307/60 (2006.01) C07C 323/19 (2006.01)

Patent

CA 2386807

The invention relates to a method for producing compounds of general formula (I) wherein R1 is selected from the following groups: (a) OR5 and (b) mono-, di-, or tri-substituted phenyl; and R2 represents a group (C1-C6)alkyl. The method is characterized in that it comprises the following steps: a) reacting a compound of general formula (II) with an acid of general formula R1CH2 COOH (III) in a water-free medium; b) reacting the resulting compound with a strong base in an aprotic solvent in order to obtain an intermediate cyclic compound which forms a compound of general formula (I) after dehydration; and c) isolating said resulting compound of general formula (I).

Cette invention concerne un procédé de préparation de composés de formule générale (I) dans laquelle R¿1? est choisi parmi les groupes (a) OR¿5? et (b) phényle mono-, di-, ou tri-substitué; R¿2? représente un groupe (C¿1?-C¿6?)alkyle; caractérisé en ce qu'il comprend les étapes suivantes: a) réaction d'un composé de formule générale (II): avec un acide de formule générale R¿1?CH¿2? COOH (III) en milieu anhydre, b) réaction du composé obtenu avec une base forte dans un solvant aprotique pour obtenir un composé cyclique intermédiaire qui, après déshydratation forme un composé de formule générale (I); et c) isolement du composé de formule générale (I) ainsi obtenu.

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