http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-081405-A1
Outgoing Links
Predicate | Object |
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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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Total number of triples: 58.