HUP9900445A2 - Eljárás (1R,2S,4R)-(-)-N,N-(dimetilamino-etoxi)-2-fenil-1,7,7-trimetil-biciklo[2.2.1]heptán előállítására és ennek köztiterméke - Google Patents
Eljárás (1R,2S,4R)-(-)-N,N-(dimetilamino-etoxi)-2-fenil-1,7,7-trimetil-biciklo[2.2.1]heptán előállítására és ennek köztitermékeInfo
- Publication number
- HUP9900445A2 HUP9900445A2 HU9900445A HUP9900445A HUP9900445A2 HU P9900445 A2 HUP9900445 A2 HU P9900445A2 HU 9900445 A HU9900445 A HU 9900445A HU P9900445 A HUP9900445 A HU P9900445A HU P9900445 A2 HUP9900445 A2 HU P9900445A2
- Authority
- HU
- Hungary
- Prior art keywords
- phenyl
- formula
- heptane
- bicyclo
- trimethyl
- Prior art date
Links
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 title abstract 4
- 239000000047 product Substances 0.000 abstract 2
- GJOSGKNJWBGNSY-BMFZPTHFSA-N (1r,3s,4r)-4,7,7-trimethyl-3-phenylbicyclo[2.2.1]heptan-3-ol Chemical compound C1([C@]2(O)[C@]3(C)CC[C@@](C3(C)C)(C2)[H])=CC=CC=C1 GJOSGKNJWBGNSY-BMFZPTHFSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- -1 alkali metal salt Chemical class 0.000 abstract 1
- 230000000949 anxiolytic effect Effects 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000003670 easy-to-clean Effects 0.000 abstract 1
- 239000013067 intermediate product Substances 0.000 abstract 1
- IMQKIJZWVVCZFF-AHRSYUTCSA-N n,n-dimethyl-2-[[(1r,3s,4r)-4,7,7-trimethyl-3-phenyl-3-bicyclo[2.2.1]heptanyl]oxy]acetamide Chemical compound C1([C@@]2([C@]3(C)CC[C@@H](C3(C)C)C2)OCC(=O)N(C)C)=CC=CC=C1 IMQKIJZWVVCZFF-AHRSYUTCSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/52—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups or amino groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/08—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C235/18—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having at least one of the singly-bound oxygen atoms further bound to a carbon atom of a six-membered aromatic ring, e.g. phenoxyacetamides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
- C07C2602/42—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing seven carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A találmány tárgya új eljárás az ismert (I) képletű (1R,2S,4R)-(-)-N,N-(dimetilaminon-etoxi)-2-fenil-1,7,7-trimetil-biciklo[2.2.1] heptánés gyógyászatilag alkalmas savaddíciós sói előállítására, azzaljellemezve, hogy a (III) képletű (1R,2S,4R)-(-)-2-fenil-1,7,7-trimetil-biciklo[2.2.1]heptán-2-ol alkálifémsóját valamely 2-halogén-N,N-dimetil-acet-amiddal reagáltatják, majd a kapott (V) képletű(1R,2S,4R)-(-)-N,N-dimetil-(-2-fenil-1,7,7-trimetil-biciklo-[2.2.1]hept-2-il)-oxi-acetamidot redukálják. Az (I) képletű vegyületanxiolitikus hatású ismert gyógyászati hatóanyag. A találmány szerintieljárás előnye, hogy ipari méretekben is egyszerűen megvalósítható,könnyen tisztítható, kristályos új (V) általános képletű, utolsóközbenső terméken keresztül játszódik le és kiváló kitermeléssel nagytisztaságú terméket szolgáltat. Ez a köztitermék is a találmánytárgyát képezi. Ó
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU9900445A HUP9900445A2 (hu) | 1999-02-24 | 1999-02-24 | Eljárás (1R,2S,4R)-(-)-N,N-(dimetilamino-etoxi)-2-fenil-1,7,7-trimetil-biciklo[2.2.1]heptán előállítására és ennek köztiterméke |
AU31823/00A AU3182300A (en) | 1999-02-24 | 2000-02-23 | Process for the preparation of (1r, 2s, 4r) -(-) -2 - (2 -dimethylaminoethoxy) -2 -phenyl -1,7,7 - trimethylbicyclo (2.2.1) heptane |
PCT/HU2000/000014 WO2000050379A1 (en) | 1999-02-24 | 2000-02-23 | Process for the preparation of (1r, 2s, 4r) -(-) -2 - (2 -dimethylaminoethoxy) -2 -phenyl -1,7,7 - trimethylbicyclo [2.2.1] heptane |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU9900445A HUP9900445A2 (hu) | 1999-02-24 | 1999-02-24 | Eljárás (1R,2S,4R)-(-)-N,N-(dimetilamino-etoxi)-2-fenil-1,7,7-trimetil-biciklo[2.2.1]heptán előállítására és ennek köztiterméke |
Publications (2)
Publication Number | Publication Date |
---|---|
HU9900445D0 HU9900445D0 (en) | 1999-04-28 |
HUP9900445A2 true HUP9900445A2 (hu) | 2001-06-28 |
Family
ID=89997834
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU9900445A HUP9900445A2 (hu) | 1999-02-24 | 1999-02-24 | Eljárás (1R,2S,4R)-(-)-N,N-(dimetilamino-etoxi)-2-fenil-1,7,7-trimetil-biciklo[2.2.1]heptán előállítására és ennek köztiterméke |
Country Status (3)
Country | Link |
---|---|
AU (1) | AU3182300A (hu) |
HU (1) | HUP9900445A2 (hu) |
WO (1) | WO2000050379A1 (hu) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
HU227114B1 (en) * | 1999-05-11 | 2010-07-28 | Egis Gyogyszergyar Nyilvanosan | (1r, 2s, 4r)-(-)-2-[n,n-(dimethylamino-ethoxy)]-2-phenyl-1,7,7-trimethyl-bicyclo[2.2.1]heptane of high purity and pharmaceutically acceptable acid addition salts thereof, process for preparation of them and medicaments containing the same |
US7727978B2 (en) * | 2006-08-24 | 2010-06-01 | Bristol-Myers Squibb Company | Cyclic 11-beta hydroxysteroid dehydrogenase type I inhibitors |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
HU179164B (en) * | 1979-12-14 | 1982-08-28 | Egyt Gyogyszervegyeszeti Gyar | Process for producing cycloalkyl-ethers of alkanolamines |
-
1999
- 1999-02-24 HU HU9900445A patent/HUP9900445A2/hu unknown
-
2000
- 2000-02-23 WO PCT/HU2000/000014 patent/WO2000050379A1/en active Application Filing
- 2000-02-23 AU AU31823/00A patent/AU3182300A/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
WO2000050379A1 (en) | 2000-08-31 |
AU3182300A (en) | 2000-09-14 |
HU9900445D0 (en) | 1999-04-28 |
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