SI2860175T1 - Metoda za izdelavo 4,4,7-trifluoro-1,2,3,4-tetrahidro-5h-1-benzazepin spojine in intermediata za njeno sintezo - Google Patents
Metoda za izdelavo 4,4,7-trifluoro-1,2,3,4-tetrahidro-5h-1-benzazepin spojine in intermediata za njeno sintezo Download PDFInfo
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- SI2860175T1 SI2860175T1 SI201330925T SI201330925T SI2860175T1 SI 2860175 T1 SI2860175 T1 SI 2860175T1 SI 201330925 T SI201330925 T SI 201330925T SI 201330925 T SI201330925 T SI 201330925T SI 2860175 T1 SI2860175 T1 SI 2860175T1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/16—Benzazepines; Hydrogenated benzazepines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/36—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids
- C07C303/40—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids by reactions not involving the formation of sulfonamide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
- C07C311/21—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/367—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in singly bound form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/31—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of functional groups containing oxygen only in singly bound form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Urology & Nephrology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Claims (14)
- METODA ZA IZDELAVO 4,4,7-TRIFLUORO-1,2,3,4-TETRAHIDRO-5H-1-BENZAZEPIN SPOJINE IN INTERMEDIATA ZA NJENO SINTEZO PATENTNI ZAHTEVKI1. Metoda za pripravo spojine s formulo (1), prikazano v spodnji reakcijski shemi, ki obsega: korak izdelave spojine s formulo (6) iz spojine s formulo (8), proizvedene s HornerWadsworth-Emmons reakcijo in spojino s formulo (7); korak izdelave spojine s formulo (5) iz spojine s formulo (6); korak izdelave spojine s formulo (3) z reakcijo spojine s formulo (5) s tionil kloridom (4); in korak amidiranja spojine s formulo (3) z reakcijo z 2-aminoetanolom (2).(v formuli Me predstavlja metil in R1 predstavlja linearni ali razvejan C1-6 alkil).
- 2. Metoda za pripravo spojine s formulo (1) po zahtevku 1, z uporabo spojine s formulo (8), proizvedeno z: (Χ-1) metoda za pripravo spojine s formulo (8), prikazano v spodnji reakcijski shemi, ki jo sestavljajo: korak izdelave spojine s formulo (9) iz spojine s formulo (11) in difenilfosfonocetne kisline (10) in korak izdelave spojine s formulo (8) iz spojine s formulo (9):(v formuli, Ts predstavlja p-toluensulfonil, Ph predstavlja fenil in R1 predstavlja linearen ali razvejan C-ι-β alkil); ali (Χ-2) metoda za pripravo spojine s formulo (8), prikazano v spodnji reakcijski shemi, ki jo sestavljajo: korak izdelave spojine s formulo (9-S) z reakcijo spojine s formulo (11) z dietilfosfonoocetno kislino (18) in obdelavo dobljenega surovega produkta z dicikioheksilaminom (17) v metanolu in korak izdelave spojine s formulo (8) iz spojine s formulo (9-S):(v formuli, Ts predstavlja p-toluensulfonil, Et predstavlja etil in R1 predstavlja linearen ali razvejan Ci_6 alkil).
- 3. Metoda za pripravo spojine s formulo (1) po zahtevku 2, z uporabo spojine s formulo (11), ki jo proizvaja: (Υ-1) metoda za pripravo spojine s formulo (11), prikazano v spodnji reakcijski shemi, ki jo sestavljajo: korak izdelave spojine s formulo (14) iz spojine s formulo (16) in metil 4-klorobutirata (15), korak izdelave spojine s formulo (13) iz spojine s formulo (14), korak izdelave spojine s formulo (12) iz spojine s formulo (13) in korak izdelave spojine s formulo (11) iz spojine s formulo (12): (v formuli, Ts predstavlja p-toluensulfonil in Me predstavlja metil).
- 4. Metoda za pripravo spojine s formulo (1) po zahtevku 3, kjer v proizvodni metodi (Υ-1), spojino s formulo (13) dobimo brez izoliranja spojine s formulo (14) in spojino s formulo (12) proizvedemo brez izoliranja spojine s formulo (13).
- 5. Metoda za pripravo spojine s formulo (1) po zahtevkih 1 do 4, z uporabo spojine s formulo (7), proizvedeno po kateri koli: (Z-1) metoda za pripravo spojine s formulo (7), prikazano v spodnji reakcijski shemi, ki jo sestavljajo: korak izdelave spojine s formulo (7a) iz spojine s formulo (7c) in (2R)-2-fluoropropanol (7b) in korak izdelave spojine s formulo (7) iz spojine s formulo (7a):(v formuli Lv predstavlja odhodno skupino, Me predstavlja metil, iPr predstavlja izopropil in R predstavlja izopropil ali (2R)-2-fluoropropil); (Z-2) metoda za pripravo spojine s formulo (7), prikazano v spodnji reakcijski shemi, ki je korak izdelave spojine s formulo (7) iz spojine s formulo (7e) in (2R)-2-fluoropropanol (7b):(v formuli Lv predstavlja odhodno skupino in Me predstavlja metil); ali (Z-3) metoda za pripravo spojine s formulo (7), prikazano v spodnji reakcijski shemi, ki jo sestavljajo: korak izdelave spojine s formulo (7g) iz spojine s formulo (7i) in (S)-glicidil3-nitrobenzensulfonat (7h), korak izdelave spojine s formulo (7f) z reakcijo hidrogenacije spojine s formulo (7 g) in korak izdelave spojine s formulo (7) iz spojine s formulo (7f):(v formuli, R2 predstavlja C1-6 alkil in Me predstavlja metil).
- 6. Metoda za pripravo spojine s formulo (1) po zahtevku 1, uporabimo spojino s formulo (8), proizvedeno po metodi, prikazani v (Χ-1) po zahtevku 2, in spojino s formulo (7), proizvedeno z metodo prikazano v (Z-1) po zahtevku 5.
- 7. Metoda za pripravo spojine s formulo (1) po zahtevku 1, uporabimo spojino s formulo (8), proizvedeno po metodi, prikazani v (Χ-2) po zahtevku 2, in spojino s formulo (7), proizvedeno po metodi prikazani v (Z-1) po zahtevku 5.
- 8. Metoda za pripravo spojine s formulo (1) po zahtevku 1, uporabimo spojino s formulo (8), proizvedeno po metodi, prikazani v (Χ-1) po zahtevku 2, in spojino s formulo (7), proizvedeno z metodo prikazano v (Z-2) po zahtevku 5.
- 9. Metoda za pripravo spojine s formulo (1) po zahtevku 1, uporabimo spojino s formulo (8), proizvedeno po metodi, prikazani v (Χ-2) po zahtevku 2, in spojino s formulo (7), proizvedeno z metodo prikazano v (Z-2) po zahtevku 5.
- 10. Metoda za pripravo spojine s formulo (1) po zahtevku 1, uporabimo spojino s formulo (8), proizvedeno po metodi, prikazani v (Χ-1) po zahtevku 2, in spojino s formulo (7), proizvedeno z metodo prikazano v (Z-3) po zahtevku 5.
- 11. Metoda za pripravo spojine s formulo (1) po zahtevku 1, uporabimo spojino s formulo (8), proizvedeno po metodi, prikazani v (Χ-2) po zahtevku 2, in spojino s formulo (7), proizvedeno z metodo prikazano v (Z-3) po zahtevku 5.
- 12. Metoda za pripravo spojine s formulo (1) po katerem koli od zahtevkov 6 do 11, z uporabo spojine s formulo (11), proizvedeno z metodo, prikazano v (Υ-1) po zahtevku 3.
- 13. Metoda za pripravo spojine s formulo (1) po zahtevku 12, kjer pri proizvodni metodi (Υ-1), spojino s formulo (13) dobimo brez izoliranja spojine s formulo (14) in spojino s formulo (12) proizvedemo brez izoliranja spojine s formulo (13). 14. (2Z)-{4,4,7-trifluoro-1 -[4-{[(2R)-2-fluoropropil]oksi}-2-(trifluorometil)benzoil]-1,2,3,4-tetrahidro-5H-1-benzazepin-5-iliden}acetil klorid.
- 15. Metil 5-fluoro-2-{(4-metoksi-4-oksobutil)[(4-metilfenil)sulfonil]amino} benzoat.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2012131504 | 2012-06-11 | ||
| PCT/JP2013/066076 WO2013187406A1 (ja) | 2012-06-11 | 2013-06-11 | 4,4,7-トリフルオロ-1,2,3,4-テトラヒドロ-5h-1-ベンゾアゼピン化合物の製造方法及びその合成中間体 |
| EP13804693.3A EP2860175B1 (en) | 2012-06-11 | 2013-06-11 | Method for producing 4,4,7-trifluoro-1,2,3,4-tetrahydro-5h-1-benzazepine compound and intermediate for synthesis thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SI2860175T1 true SI2860175T1 (sl) | 2018-04-30 |
Family
ID=49758228
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI201330925T SI2860175T1 (sl) | 2012-06-11 | 2013-06-11 | Metoda za izdelavo 4,4,7-trifluoro-1,2,3,4-tetrahidro-5h-1-benzazepin spojine in intermediata za njeno sintezo |
Country Status (15)
| Country | Link |
|---|---|
| US (3) | US9598373B2 (sl) |
| EP (1) | EP2860175B1 (sl) |
| JP (2) | JPWO2013187406A1 (sl) |
| CY (1) | CY1119983T1 (sl) |
| DK (1) | DK2860175T3 (sl) |
| ES (1) | ES2659180T3 (sl) |
| HR (1) | HRP20180032T8 (sl) |
| HU (1) | HUE035391T2 (sl) |
| LT (1) | LT2860175T (sl) |
| NO (1) | NO2860175T3 (sl) |
| PL (1) | PL2860175T3 (sl) |
| PT (1) | PT2860175T (sl) |
| RS (1) | RS56804B1 (sl) |
| SI (1) | SI2860175T1 (sl) |
| WO (1) | WO2013187406A1 (sl) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2889239C (en) * | 2012-12-26 | 2020-10-27 | Katsunori Kitamoto | Benzoazepine derivative and medical use thereof |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2857760B2 (ja) * | 1989-02-17 | 1999-02-17 | 第一製薬株式会社 | プロポキシニトロベンゼン類の製法 |
| US6087512A (en) * | 1996-09-18 | 2000-07-11 | Daiso Co., Ltd. | Process for preparation of glycidyl ether |
| ES2327620T3 (es) * | 2001-11-16 | 2009-11-02 | Astellas Pharma Inc. | Derivado de 4,4-difluoro-1,2,3,4-tetraidro-5h-1-benzacepina o sales del mismo. |
| US7183271B2 (en) | 2003-04-28 | 2007-02-27 | Astellas Pharma Inc. | 4,4-difluoro-1,2,3,4-tetrahydro-5h-1-benzazepine derivative or salt thereof |
| EP1761521A1 (en) | 2004-06-24 | 2007-03-14 | Eli Lilly And Company | Compounds and methods for treating dyslipidemia |
| JP4765546B2 (ja) | 2004-10-27 | 2011-09-07 | アステラス製薬株式会社 | ベンゾアゼピン誘導体又はその塩の製造法 |
| JP4765545B2 (ja) | 2004-10-27 | 2011-09-07 | アステラス製薬株式会社 | ベンゾアゼピン誘導体を有効成分とする医薬組成物 |
| US8532599B2 (en) * | 2008-02-01 | 2013-09-10 | Interdigital Patent Holdings, Inc. | Method and apparatus for enabling cell reselection for WTRU operating in discontinuous reception |
-
2013
- 2013-06-11 ES ES13804693.3T patent/ES2659180T3/es active Active
- 2013-06-11 EP EP13804693.3A patent/EP2860175B1/en active Active
- 2013-06-11 PT PT138046933T patent/PT2860175T/pt unknown
- 2013-06-11 SI SI201330925T patent/SI2860175T1/sl unknown
- 2013-06-11 NO NO13804693A patent/NO2860175T3/no unknown
- 2013-06-11 WO PCT/JP2013/066076 patent/WO2013187406A1/ja active Application Filing
- 2013-06-11 JP JP2014521349A patent/JPWO2013187406A1/ja not_active Ceased
- 2013-06-11 US US14/406,568 patent/US9598373B2/en not_active Expired - Fee Related
- 2013-06-11 PL PL13804693T patent/PL2860175T3/pl unknown
- 2013-06-11 RS RS20180081A patent/RS56804B1/sr unknown
- 2013-06-11 HU HUE13804693A patent/HUE035391T2/en unknown
- 2013-06-11 DK DK13804693.3T patent/DK2860175T3/da active
- 2013-06-11 LT LTEP13804693.3T patent/LT2860175T/lt unknown
-
2017
- 2017-02-16 US US15/434,678 patent/US9951022B2/en not_active Expired - Fee Related
-
2018
- 2018-01-09 HR HRP20180032TT patent/HRP20180032T8/hr unknown
- 2018-01-24 CY CY20181100092T patent/CY1119983T1/el unknown
- 2018-03-23 US US15/933,804 patent/US10508084B2/en not_active Expired - Fee Related
- 2018-08-15 JP JP2018152818A patent/JP2019014716A/ja not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| HRP20180032T1 (hr) | 2018-03-23 |
| US10508084B2 (en) | 2019-12-17 |
| US9598373B2 (en) | 2017-03-21 |
| HRP20180032T8 (hr) | 2018-12-14 |
| CY1119983T1 (el) | 2018-12-12 |
| HUE035391T2 (en) | 2018-05-02 |
| US9951022B2 (en) | 2018-04-24 |
| EP2860175B1 (en) | 2017-11-29 |
| US20150141641A1 (en) | 2015-05-21 |
| WO2013187406A1 (ja) | 2013-12-19 |
| PL2860175T3 (pl) | 2018-07-31 |
| US20190062280A1 (en) | 2019-02-28 |
| LT2860175T (lt) | 2018-03-26 |
| EP2860175A1 (en) | 2015-04-15 |
| ES2659180T3 (es) | 2018-03-14 |
| US20170158639A1 (en) | 2017-06-08 |
| RS56804B1 (sr) | 2018-04-30 |
| NO2860175T3 (sl) | 2018-04-28 |
| JP2019014716A (ja) | 2019-01-31 |
| DK2860175T3 (da) | 2018-01-29 |
| PT2860175T (pt) | 2018-02-02 |
| JPWO2013187406A1 (ja) | 2016-02-04 |
| EP2860175A4 (en) | 2015-12-09 |
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