New derivatives of 6-(4-phenylbutoxy)hexylamine and process...

C - Chemistry – Metallurgy – 07 – C

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C07C 217/44 (2006.01) A61K 31/135 (2006.01) A61K 31/357 (2006.01) C07C 213/08 (2006.01) C07C 217/28 (2006.01) C07C 217/40 (2006.01) C07C 271/16 (2006.01) C07D 319/06 (2006.01) C07D 319/08 (2006.01) C07C 217/10 (2006.01)

Patent

CA 2344647

The present invention refers to new derivatives of the 6- (9-phenylbutoxy)hexylamine of the general formula (I): (see formula I) wherein: ~ R1 is CHO or CHOR3OR4, where R3 and R4 independently are C1-C6 alkyl, aralkyl, or they form 5 or 6 membered cyclic acetals; and ~ R2 is H, benzyl or an alkyloxycarbonyl, aryloxy- carbonyl, aralkyloxycarbonyl or acyl group: and to a process for its obtention. The invention also refers to a new process for obtaining Salmeterol or its pharmaceutically acceptable salts, characterised in that reaction of an organometallic compound of the general formula (13) is carried out in an inert solvent at low temperature with a synthetic intermediate of the general formula (I) , wherein R1 is CHO, and R2 is an alkyloxycarbonyl, aryloxycarbonyl, aralkyloxycarbonyl or acyl group.

L'invention concerne de nouveaux dérivés de la 6-(4-phénylbutoxy)hexylamine de formule générale (I) dans laquelle: R1 désigne CHO ou CHOR3OR4, où R3 et R4 sont indépendamment un alkyle C1-C6, aralkyle ou forment des acétals cycliques à 5 ou 6 membres; R2 désigne H, benzyle ou un groupe alkyloxycarbonyle, aryloxycarbonyle, aralkyloxycarbonyle ou acyle; et son procédé d'obtention. L'invention concerne aussi un nouveau procédé d'obtention de salmétérol ou ses sels pharmaceutiquement acceptables consistant à mettre un composé organométallique en réaction avec un composé de formule générale (I) dans lequel R1 désigne CHO et R2 désigne un alkyloxycarbonyle, aryloxycarbonyle, aralkyloxycarbonyle ou un groupe acyle .

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