HUP0000905A2 - Eljárás 4-szubsztituált-3-halogén-1,4-benzoxazepin-származékok előállítására - Google Patents
Eljárás 4-szubsztituált-3-halogén-1,4-benzoxazepin-származékok előállításáraInfo
- Publication number
- HUP0000905A2 HUP0000905A2 HU0000905A HUP0000905A HUP0000905A2 HU P0000905 A2 HUP0000905 A2 HU P0000905A2 HU 0000905 A HU0000905 A HU 0000905A HU P0000905 A HUP0000905 A HU P0000905A HU P0000905 A2 HUP0000905 A2 HU P0000905A2
- Authority
- HU
- Hungary
- Prior art keywords
- group
- formula
- general formula
- chlorine
- atom
- Prior art date
Links
- 150000003839 salts Chemical class 0.000 title abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 3
- 150000008301 phosphite esters Chemical class 0.000 abstract 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 2
- 125000001188 haloalkyl group Chemical group 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- HJUGFYREWKUQJT-UHFFFAOYSA-N tetrabromomethane Chemical compound BrC(Br)(Br)Br HJUGFYREWKUQJT-UHFFFAOYSA-N 0.000 abstract 2
- ZCXLTWVZYXBHJS-UHFFFAOYSA-N 1,2-benzoxazepine Chemical class O1N=CC=CC2=CC=CC=C12 ZCXLTWVZYXBHJS-UHFFFAOYSA-N 0.000 abstract 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 229950005499 carbon tetrachloride Drugs 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 abstract 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 1
- 239000010452 phosphate Substances 0.000 abstract 1
- -1 phosphate halide Chemical class 0.000 abstract 1
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 abstract 1
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D267/00—Heterocyclic compounds containing rings of more than six members having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D267/02—Seven-membered rings
- C07D267/08—Seven-membered rings having the hetero atoms in positions 1 and 4
- C07D267/12—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D267/14—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems condensed with one six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6527—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and oxygen atoms as the only ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
- C07F9/65583—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system each of the hetero rings containing nitrogen as ring hetero atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A találmány tárgya új eljárás az ismert (I) általános képletű 4-szubsztituált-3-halogén-1,4-benzodiazepin-származékok és sóik - aképletben R jelentése hidrogén- vagy halogénatom, vagy alkil-, alkoxi-, vagyhidroxilcsoport, előnyösen hidrogén- vagy halogénatom; A jelentése halogén-alkil-csoport vagy (III) általános képletűcsoport, és az utóbbiban n értéke 2, 3, 4 vagy 5, a szaggatott vonalegy kötés jelenlétére vagy távollétére utal, W jelentése szén- vagynitrogénatom, vagy metin- vagy metiléncsoport, és ha W jelentésenitrogénatom, akkor Z W-hez kapcsolódik, és a szaggatott vonal kötéstávollétére utal, míg Z jelentése adott esetben szubsztituált aromásszénhidrogéncsoport vagy adott esetben szubsztituált heterociklusoscsoport, előnyösen halogén-alkil-csoport vagy (XXVI) vagy (XXVII)általános képletű csoport, és az utóbbi két képletben n értéke 2, 3, 4vagy 5, és Ar jelentése fenil-, 2-piridil- vagy 2-pirimidinilcsoport;és X jelentése klór- vagy brómatom, előnyösen klóratom. A találmányértelmében úgy járnak el, hogy valamely (II) általános képletűbenzoxazepinszármazékot - a képletben R és A jelentése a korábbanmegadott - deprotonizálnak egy bázist használva, majd az így kapottdeprotonizált köztiterméket egy foszfáthalogeniddel reagáltatják,ezután egy így kapott (IV) általános képletű köztiterméket - aképletben R és A jelentése a korábban megadott, míg R1 és R2 egymástólfüggetlenül alkilcsoportot vagy fenilcsoportot jelent, vagy R1 és R2együtt etiléncsoportot (-CH2CH2-) alkot - az alábbiakban felsoroltreagensek közül valamelyikkel reagáltatnak: (i) egy trialkil-foszfin,triaril-foszfin vagy fenil-dialkil-foszfin klórral vagy brómmalalkotott komplexe; (ii) egy trialkil-foszfin, triaril-foszfin vagyfenil-dialkil-foszfin és klórgáz vagy cseppfolyós bróm elegye; (iii)egy trialkil-foszfin, triaril-foszfin vagy fenil-dialkil-foszfin éstetraklór-metán vagy tetrabróm-metán elegye; vagy (iv) egyhalogénezett foszfit-észter. (III) Ó
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18867097 | 1997-07-14 | ||
| PCT/JP1998/003153 WO1999003847A1 (en) | 1997-07-14 | 1998-07-14 | Process of production of 4-substituted-3-halogeno-1,4-benzoxazepine derivative and salts thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| HUP0000905A2 true HUP0000905A2 (hu) | 2001-04-28 |
| HUP0000905A3 HUP0000905A3 (en) | 2001-06-28 |
| HU227478B1 HU227478B1 (en) | 2011-07-28 |
Family
ID=16227806
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0000905A HU227478B1 (en) | 1997-07-14 | 1998-07-14 | Process of production of 4-substituted-3-halogeno-1,4-benzoxazepine derivative and salts thereof |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6114522A (hu) |
| EP (1) | EP0925288B1 (hu) |
| JP (1) | JP4180121B2 (hu) |
| KR (1) | KR100552252B1 (hu) |
| CN (1) | CN1089760C (hu) |
| AU (1) | AU753696B2 (hu) |
| CA (1) | CA2265660C (hu) |
| DE (1) | DE69808233T2 (hu) |
| ES (1) | ES2179515T3 (hu) |
| HU (1) | HU227478B1 (hu) |
| WO (1) | WO1999003847A1 (hu) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005016910A1 (ja) * | 2003-08-18 | 2005-02-24 | Sankio Chemical Co., Ltd. | ピリジルテトラヒドロピリジン類およびピリジルピペリジン類とそれらの製造方法 |
| KR20100098491A (ko) | 2007-11-30 | 2010-09-07 | 다이이찌 산쿄 가부시키가이샤 | 파킨슨병의 운동 합병증 또는 정신증상을 개선하는 약제 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2187541C (en) * | 1995-02-10 | 2008-04-08 | Toshio Tatsuoka | Benzoxazepine derivatives, salts thereof, and drugs containing the same |
-
1998
- 1998-07-14 CN CN98801160A patent/CN1089760C/zh not_active Expired - Fee Related
- 1998-07-14 KR KR1019997002148A patent/KR100552252B1/ko not_active IP Right Cessation
- 1998-07-14 WO PCT/JP1998/003153 patent/WO1999003847A1/en active IP Right Grant
- 1998-07-14 US US09/254,719 patent/US6114522A/en not_active Expired - Lifetime
- 1998-07-14 EP EP98931095A patent/EP0925288B1/en not_active Expired - Lifetime
- 1998-07-14 HU HU0000905A patent/HU227478B1/hu not_active IP Right Cessation
- 1998-07-14 ES ES98931095T patent/ES2179515T3/es not_active Expired - Lifetime
- 1998-07-14 AU AU81307/98A patent/AU753696B2/en not_active Ceased
- 1998-07-14 JP JP50690399A patent/JP4180121B2/ja not_active Expired - Fee Related
- 1998-07-14 DE DE69808233T patent/DE69808233T2/de not_active Expired - Lifetime
- 1998-07-14 CA CA002265660A patent/CA2265660C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| AU753696B2 (en) | 2002-10-24 |
| KR100552252B1 (ko) | 2006-02-15 |
| EP0925288B1 (en) | 2002-09-25 |
| CA2265660A1 (en) | 1999-01-28 |
| JP2000516640A (ja) | 2000-12-12 |
| US6114522A (en) | 2000-09-05 |
| ES2179515T3 (es) | 2003-01-16 |
| JP4180121B2 (ja) | 2008-11-12 |
| CN1236363A (zh) | 1999-11-24 |
| CA2265660C (en) | 2007-02-13 |
| KR20000068555A (ko) | 2000-11-25 |
| WO1999003847A1 (en) | 1999-01-28 |
| DE69808233T2 (de) | 2003-02-20 |
| AU8130798A (en) | 1999-02-10 |
| HUP0000905A3 (en) | 2001-06-28 |
| HU227478B1 (en) | 2011-07-28 |
| DE69808233D1 (de) | 2002-10-31 |
| CN1089760C (zh) | 2002-08-28 |
| EP0925288A1 (en) | 1999-06-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| HC9A | Change of name, address |
Owner name: ASUBIO PHARMA CO., LTD., JP Free format text: FORMER OWNER(S): SUNTORY LTD., JP; DAIICHI ASUBIO PHARMA CO., LTD., JP; DAIICHI SUNTORY PHARMA CO., LTD., JP |
|
| GB9A | Succession in title |
Owner name: DAIICHI SANKYO COMPANY,LIMITED, JP Free format text: FORMER OWNER(S): SUNTORY LTD., JP; ASUBIO PHARMA CO., LTD., JP; DAIICHI ASUBIO PHARMA CO., LTD., JP; DAIICHI SUNTORY PHARMA CO., LTD., JP |
|
| MM4A | Lapse of definitive patent protection due to non-payment of fees |