Abstract: A process for the preparation of optically active substituted alpha-amino-indane derivatives of formula (I), which include: an asymmetric hydrogenation reaction of an en-amide derivative of formula (III) in presence of hydrogen and an optically active catalyst, in order to obtain an amide derivative of formula (II), a hydrolysis reaction of the amide derivative of formula (II) obtained in the previous step, in order to obtain optically active substituted alpha-amino-indane derivatives of formula (I).
Abstract: A process and new oxazolinic intermediates for the preparation of 4-(8-chloro-5,6-dihydro-11H-benzo-[5,6]-cyclohepta-[1,2-b]-pyridin-11-ylidene)-1-piperidinecarboxylic acid ethyl ester (loratadine) is described. The process starts from 2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-3-methyl-pyridine, a new intermediate to obtain loratadine. 2-(4,4-dimethyl-4, 5-dihydrooxazol-2-yl)-3-methyl-pyridine is condensed with 3-chloro-benzyl-chloride and the resultant product is treated with Grignard reagent of 4-chloro-N-methyl-piperidine. [3-(2-(3-chloro-phenyl)-ethyl]-pyridin-2-yl]-1-(methyl-piperidin-4-yl)-methanone is obtained for subsequent hydrolysis. Starting from this last compound it is possible to obtain loratadine with known methods.
Type:
Grant
Filed:
October 29, 2002
Date of Patent:
November 11, 2008
Assignee:
ZaCh System S.p.A.
Inventors:
Vincenzo Cannata, Livius Cotarca, Ivan Michieletto, Stefano Poli
Abstract: The present invention relates to a process for the preparation of gabapentin and, more particularly, it relates to a precipitation process of gabapentin by acidification of an aqueous solution deriving from the Hofmann rearrangement of 1,1-cyclohexanediacetic acid monoamide.
Type:
Grant
Filed:
March 21, 2005
Date of Patent:
August 26, 2008
Assignee:
Zach System S.p.A.
Inventors:
Roberto Giovanetti, Andrea Nicoli, Massimo Verzini, Giorgio Soriato, Livius Cotarca
Abstract: A process for the preparation of gabapentin which comprises the passage of a gabapentin inorganic salt through a strong cationic ionic exchange resin, the elution of gabapentin fixed on the column, the concentration of the resultant solution and the cristallization from organic solvent, characterized in that the elution of gabapentin fixed on the column is carried out by using an ammonia and alkaline hydroxide aqueous solution, is described.
Type:
Grant
Filed:
June 17, 2004
Date of Patent:
July 1, 2008
Assignee:
ZACH System S.p.A.
Inventors:
Livius Cotarca, Roberto Giovanetti, Andrea Nicoli
Abstract: The invention provides the diastereoselective alkylation of optically active nopinone to form the compound of formula (I) according to scheme A below: in which: —R is a C5-15 alkyl group; —R1 is especially a C1-15 alkyl, C2-15 alkenyl or C2-15 alkynyl group or a C5-15 aryl, each group optionally being substituted; and —X is a halogen atom; and the configuration of the compound of formula (I) is either (E) or (Z) or a mixture of the two. The compound of formula (I) is a valuable synthetic intermediate.
Abstract: A process for the purification of gabapentin by treatment of a crude aqueous gabapentin hydrochloride solution with a strong cationic ion exchange resin.
Type:
Grant
Filed:
March 28, 2006
Date of Patent:
April 29, 2008
Assignee:
ZACH System S.p.A.
Inventors:
Vincenzo Cannata, Andrea Nicoli, Francesco Corcella
Abstract: A process for the in situ preparation of chiral compounds derived from oxazaborolidine-borane complexes, wherein a metal borohydride, a Lewis base and an inorganic acid ester are brought together and an optically active amino alcohol and optionally a halide are then added. The compound obtained is a complex that is useful as a catalyst in asymmetric reduction reactions. The reaction is performed by adding the substance to be reduced, particularly prochiral ketones or ether oximes, in order to synthesize chiral alcohols or chiral amines.
Abstract: A process for the preparation of gabapentin comprising the passage of a salt of the same through a ionic exchange resin of strong cationic type, the elution of the gabapentin which has fixed onto the column and the crystallization from organic solvent, characterized in that the resin is regenerated by using a mineral acid in a molar quantity between 50 and 90%, is described.
Type:
Grant
Filed:
December 14, 2004
Date of Patent:
April 29, 2008
Assignee:
Zach System S.p.A.
Inventors:
Roberto Giovanetti, Andrea Nicoli, Angelo Restelli, Livius Cotarca