C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 307/87 (2006.01) A61K 31/34 (2006.01) C07C 69/76 (2006.01) C07C 235/42 (2006.01) C07C 255/53 (2006.01)
Patent
CA 2291068
A method for the preparation of citalopram is described comprising reduction of the oxo group of a compound of formula (IV), wherein R1 is CN, C1-6 alkyloxycarbonyl or C1-6 alkylaminocarbonyl, ring closure of the resulting hydroxy compound thereby obtaining the corresponding 1-(4-fluorophenyl)-1,3- dihydroisobenzofuran, then if R1 is cyano using it directly in the next step and if R1 is C1-6 alkyloxycarbonyl or C1-6 alkylaminocarbonyl, conversion of the compound to the corresponding compound wherein R1 is cyano; and alkylation of the resulting 5-cyano compound with 3-dimethyl-aminopropylhalogenid in basic conditions thereby obtaining citalopram.
L'invention concerne un procédé de préparation du citaloprame comprenant les étapes suivantes: réduction du groupe oxo d'un composé de formule (IV), dans laquelle R?1¿ est CN, un C¿1-6? alkylocarbonyle ou un C¿1-6? alkylaminocarbonyle; cyclisation du composé hydroxy formé qui permet d'obtenir le 1-(4-fluorophenyl)-1-3-dihydro-isobenzofuranne correspondant; si R?1¿ est un cyano, utilisation directe du produit au cours de l'étape suivante, et si R?1¿ est un C¿1-6? alkyloxycarbonyle ou un C¿1-6? alkylaminocarbonyle, transformation du composé en composé correspondant dans lequel R?1¿ est un cyano; et alkylation du composé 5-cyano formé avec un 3-diméthyl-aminopropylhalogènure en milieu basique, de manière à obtenir le citaloprame.
Bech Sommer Michael
Bogeso Klaus Peter
Petersen Hans
Goudreau Gage Dubuc
H. Lundbeck A/s
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