http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-081405-A1

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_0a910d33c239980f3a705e312c5bad6a
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D213-65
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C01D15-06
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C211-21
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/B01D9-02
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C269-04
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C29-36
filingDate 2011-05-20-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 2012-08-29-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber AR-081405-A1
titleOfInvention PROCESS FOR THE PREPARATION OF OLEFINIC AMINES REPLACED WITH ARILO OR HETEROARILO AND INTERMEDIARIES OF THE SAME
abstract An improved process for the preparation of aryl substituted olefinic amines such as (2S) - (4E) -N-methyl-5- [3- (5-isopropoxypyridin) yl] -4-penten-2-amine and (2S) - (4E) -N-methyl-5- [3- (5-methoxypyridin) yl] -4-penten-2-amine and intermediate compounds used in said process. Claim 1: A process for the preparation of 4-pentene-2-ol comprising: adding vinyl magnesium chloride to a mixture of copper (l) chloride and lithium chloride, followed by the addition of propylene oxide in a suitable solvent . Claim 4: A process for the preparation of N- (tert-butoxycarbonyl) -N-methyl-4-penten-2-amine comprising: a process according to claim 3, followed by: the addition of 4-penten- 2-ol to a solution of 1.0 mol equivalent (in relation to propylene oxide) of p-toluenesulfonyl chloride in tetrahydrofuran, the addition of 4-penten-2-yl p-toluenesulfonate in tetrahydrofuran solution, to 40% aqueous methylamine, the combination of the resulting solution of N-methyl-4-penten-2-amine with a mixture of di-tert-butyl dicarbonate in methyl tert-butyl ether, and the addition of N, N- dimethylethanediamine to the reaction mixture of N-methyl-4-penten-2-amine to N- (tert-butoxycarbonyl) -N-methyl-4-penten-2-amine. Claim 5: A process for the preparation of N-methyl-4-penten-2-amine di-benzoyl-L - (-) - tartaric acid comprising: adding a solution of acid (L) - (-) - benzoyl- tartaric acid (0.5 mol equivalent in relation to N-methyl-4-penten-2-amine) to a solution of N-methyl-4-penten-2-amine in an organic solvent. Claim 6: A process for the preparation of aryl substituted olefinic amines such as (2S) - (4E) -N-methyl-5- [3- (5-isopropoxypyridin) yl] -4-penten-2-amine comprising : a) mixing (2S) -N- (tert-butoxycarbonyl) -N-methyl-4-penten-2-amine (1 mol equivalent) and 5-bromo-3-alkoxypyridine (1.1 mol equivalent) with a source palladium (0.01 mol equivalent), a phosphine ligand (0.24 mol equivalent) and a base (1.5 mol equivalent) in a suitable organic solvent in a nitrogen atmosphere; b) add water and calendar the mixture up to 90 ° C for 15 to 25 hours or until the appropriate level of conversion has been achieved; c) cool the mixture and add water and an acid, followed by stirring at 0-70 ° C for 3 to 8 hours; d) separating the organic solvent and the acidic aqueous phase followed by washing the aqueous phase with an organic solvent; e) adjust the pH in the aqueous phase by adding a base, and f) extracting the product in the organic phase followed by the separation of the organic phase; and optionally g) treating the organic phase with a metal or carbon scanning material. Claim 12: The salt compound of the N-methyl-4-penten-2-amine hemi-di-benzoyl-L - (-) - tartaric acid.
priorityDate 2010-05-20-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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