Improved methods of ortho alkylation

C - Chemistry – Metallurgy – 07 – C

Patent

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Details

C07C 381/10 (2006.01) C07C 209/68 (2006.01) C07C 217/90 (2006.01) C07C 231/12 (2006.01) C07C 231/14 (2006.01) C07C 317/28 (2006.01) C07C 319/14 (2006.01) C07C 323/29 (2006.01) C07C 233/15 (2006.01) C07C 233/25 (2006.01)

Patent

CA 2437755

The present invention pertains to methods for preparing a compound of Formula (I), wherein A is O or N-L; each L is independently H or an acyl group; K is, together with the two contiguous linking carbon atoms, a phenyl ring, a 5- or 6-membered heteroaromatic ring or an aromatic 8-, 9- or 10-membered fused carbobicyclic or heterobicyclic ring system wherein each ring or ring system is optionally substituted; R1 is H, C1 to C4 alkyl or CO2R3; R2 is H or C1 to C4 alkyl; and R3 is C1 to C4 alkyl; comprising hydrogenating a compound of Formula (II), wherein n is 0, 1 or 2 in the presence of a catalyst comprising palladium to form the compound of Formula (I). This invention further pertains to methods for preparing compounds of Formula (II) useful for preparing compounds of Formula (I). This invention also pertains to compounds used in these methods.

La présente invention concerne des procédés destinés à préparer un composé de formule (I), dans laquelle A est O ou N-L, chaque L est indépendamment H ou un groupe acyle, K est, conjointement avec les deux atomes de carbone contigus, un noyau phényle, un noyau hétéroaromatique à 5 ou 6 éléments ou un système de noyau carbobicyclique ou hétérobicyclique fondu à 8, 9 ou 10 éléments, chaque noyau ou système de noyau étant éventuellement substitué, R?1¿ est H, alkyle C¿1?-C¿4? ou CO¿2?R?3¿, R?2¿ est H ou alkyle C¿1?-C¿4?, et R?3¿ est alkyle C¿1?-C¿4?. Ces procédés consistent à hydrogéner un composé de formule (II), dans laquelle n vaut 0, 1 ou 2, en présence d'un catalyseur comprenant du palladium, d'où la formation du composé de formule (I). Cette invention concerne également des procédés de préparation de composés de formule (II) utiles pour préparer des composés de formule (I). Ladite invention se rapporte en outre aux composés utilisés dans ces procédés.

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