SK287477B6 - Spôsob prípravy 2-[5-(fluórfenyl)-3-pyridylmetylaminometyl]- chrománu - Google Patents
Spôsob prípravy 2-[5-(fluórfenyl)-3-pyridylmetylaminometyl]- chrománu Download PDFInfo
- Publication number
- SK287477B6 SK287477B6 SK1433-2003A SK14332003A SK287477B6 SK 287477 B6 SK287477 B6 SK 287477B6 SK 14332003 A SK14332003 A SK 14332003A SK 287477 B6 SK287477 B6 SK 287477B6
- Authority
- SK
- Slovakia
- Prior art keywords
- fluorophenyl
- aminomethylchroman
- pyridylmethylaminomethyl
- formula
- salts
- Prior art date
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- 238000004519 manufacturing process Methods 0.000 title abstract description 4
- 150000003839 salts Chemical class 0.000 claims abstract description 35
- 150000001875 compounds Chemical class 0.000 claims abstract description 22
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- 238000000034 method Methods 0.000 claims description 31
- 238000002360 preparation method Methods 0.000 claims description 17
- 238000006243 chemical reaction Methods 0.000 claims description 14
- LGBCBWOHFSIXOW-UHFFFAOYSA-N 5-(4-fluorophenyl)pyridine-3-carbaldehyde Chemical compound C1=CC(F)=CC=C1C1=CN=CC(C=O)=C1 LGBCBWOHFSIXOW-UHFFFAOYSA-N 0.000 claims description 12
- BSRHATGBRQMDRF-SECBINFHSA-N [(2r)-3,4-dihydro-2h-chromen-2-yl]methanamine Chemical compound C1=CC=C2O[C@@H](CN)CCC2=C1 BSRHATGBRQMDRF-SECBINFHSA-N 0.000 claims description 9
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- 150000007522 mineralic acids Chemical class 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 208000030459 obsessive-compulsive personality disease Diseases 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- MUMZUERVLWJKNR-UHFFFAOYSA-N oxoplatinum Chemical compound [Pt]=O MUMZUERVLWJKNR-UHFFFAOYSA-N 0.000 description 1
- 208000019906 panic disease Diseases 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 208000022821 personality disease Diseases 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 229910003446 platinum oxide Inorganic materials 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000003586 protic polar solvent Substances 0.000 description 1
- 239000000018 receptor agonist Substances 0.000 description 1
- 229940044601 receptor agonist Drugs 0.000 description 1
- 239000002464 receptor antagonist Substances 0.000 description 1
- 229940044551 receptor antagonist Drugs 0.000 description 1
- 238000006268 reductive amination reaction Methods 0.000 description 1
- 201000000980 schizophrenia Diseases 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 208000037921 secondary disease Diseases 0.000 description 1
- 231100000872 sexual dysfunction Toxicity 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 208000019116 sleep disease Diseases 0.000 description 1
- BEOOHQFXGBMRKU-UHFFFAOYSA-N sodium cyanoborohydride Chemical compound [Na+].[B-]C#N BEOOHQFXGBMRKU-UHFFFAOYSA-N 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000035882 stress Effects 0.000 description 1
- 229910000018 strontium carbonate Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- CGPHGPCHVUSFFA-LLVKDONJSA-N tosyl-d-proline Chemical compound C1=CC(C)=CC=C1S(=O)(=O)N1[C@@H](C(O)=O)CCC1 CGPHGPCHVUSFFA-LLVKDONJSA-N 0.000 description 1
- 150000004901 trioxanes Chemical class 0.000 description 1
- 238000012982 x-ray structure analysis Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10120619A DE10120619A1 (de) | 2001-04-26 | 2001-04-26 | 2-(5-(4-Fluorphenyl)-3-pyridylmethylaminomethyl-chroman |
| PCT/EP2002/003857 WO2002088117A2 (de) | 2001-04-26 | 2002-04-08 | Verfahren zur herstellung von 2-[-5-(4-fluorphenyl)-3-pyridylmethylaminomethyl]-chroman |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SK14332003A3 SK14332003A3 (sk) | 2004-04-06 |
| SK287477B6 true SK287477B6 (sk) | 2010-11-08 |
Family
ID=7682908
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK1433-2003A SK287477B6 (sk) | 2001-04-26 | 2002-04-08 | Spôsob prípravy 2-[5-(fluórfenyl)-3-pyridylmetylaminometyl]- chrománu |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US7045629B2 (cs) |
| EP (1) | EP1383763B1 (cs) |
| JP (1) | JP2004526797A (cs) |
| KR (1) | KR100839168B1 (cs) |
| CN (1) | CN100430391C (cs) |
| AR (1) | AR033262A1 (cs) |
| AT (1) | ATE306485T1 (cs) |
| AU (1) | AU2002257763B2 (cs) |
| BR (1) | BR0209179A (cs) |
| CA (1) | CA2445207C (cs) |
| CZ (1) | CZ301615B6 (cs) |
| DE (2) | DE10120619A1 (cs) |
| DK (1) | DK1383763T3 (cs) |
| ES (1) | ES2250647T3 (cs) |
| HU (1) | HU229151B1 (cs) |
| MX (1) | MXPA03009684A (cs) |
| MY (1) | MY130616A (cs) |
| PL (1) | PL208705B1 (cs) |
| RU (1) | RU2288229C2 (cs) |
| SI (1) | SI1383763T1 (cs) |
| SK (1) | SK287477B6 (cs) |
| WO (1) | WO2002088117A2 (cs) |
| ZA (1) | ZA200309164B (cs) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SI1569907T1 (sl) * | 2002-12-13 | 2016-06-30 | Ym Biosciences Australia Pty Ltd | Na nikotinamidu osnovani kinazni inhibitorji |
| PA8663501A1 (es) * | 2005-02-17 | 2006-11-09 | Wyeth Wyeth | Derivados de indol, benzotiofeno, benzofurano e indeno cicloalquilcondensados |
| KR20080008378A (ko) * | 2005-04-22 | 2008-01-23 | 와이어쓰 | 크로만 및 크로멘 유도체 및 이의 용도 |
| US8093270B2 (en) * | 2005-06-21 | 2012-01-10 | Merck Patent Gmbh | Solid pharmaceutical composition comprising (R)-(−)-2-[5-(4-fluorophenyl)-3-pyridylmethylaminomethyl]chroman |
| MY144307A (en) * | 2006-04-18 | 2011-08-29 | Abbott Lab | Antagonists of the vanilloid receptor subtype 1 (vr1) and uses thereof |
| US8759523B2 (en) * | 2010-07-20 | 2014-06-24 | Glaxo Group Limited | Process for preparing pyrano—[2,3-C]pyridine derivatives |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4135474A1 (de) * | 1991-10-28 | 1993-04-29 | Bayer Ag | 2-aminomethyl-chromane |
| FR2701479B1 (fr) * | 1993-02-11 | 1995-05-12 | Pf Medicament | Nouveaux dérivés hétérocycliques de l'aminométhyl-4 pipéridine, leur préparation et leur application en thérapeutique. |
| ATE256130T1 (de) * | 1993-08-19 | 2003-12-15 | Janssen Pharmaceutica Nv | Gefässverengende dihydrobenzopyranderivate |
| GB9318431D0 (en) * | 1993-09-06 | 1993-10-20 | Boots Co Plc | Therapeutic agents |
| EP1123933A1 (en) * | 1994-10-14 | 2001-08-16 | MERCK PATENT GmbH | 2-[5-(4-fluorophenyl)-3-pyridylmethylaminomethyl]chromane as CNS active agent |
| DE10005150A1 (de) * | 2000-02-07 | 2001-08-09 | Merck Patent Gmbh | Verfahren zur Herstellung von 5-Arylnicotinaldehyden |
-
2001
- 2001-04-26 DE DE10120619A patent/DE10120619A1/de not_active Withdrawn
-
2002
- 2002-04-08 RU RU2003132433/04A patent/RU2288229C2/ru not_active IP Right Cessation
- 2002-04-08 JP JP2002585416A patent/JP2004526797A/ja active Pending
- 2002-04-08 DK DK02727539T patent/DK1383763T3/da active
- 2002-04-08 DE DE50204535T patent/DE50204535D1/de not_active Expired - Lifetime
- 2002-04-08 WO PCT/EP2002/003857 patent/WO2002088117A2/de active IP Right Grant
- 2002-04-08 AT AT02727539T patent/ATE306485T1/de active
- 2002-04-08 EP EP02727539A patent/EP1383763B1/de not_active Expired - Lifetime
- 2002-04-08 CA CA002445207A patent/CA2445207C/en not_active Expired - Lifetime
- 2002-04-08 CN CNB028088689A patent/CN100430391C/zh not_active Expired - Fee Related
- 2002-04-08 SI SI200230242T patent/SI1383763T1/sl unknown
- 2002-04-08 SK SK1433-2003A patent/SK287477B6/sk not_active IP Right Cessation
- 2002-04-08 HU HU0303969A patent/HU229151B1/hu not_active IP Right Cessation
- 2002-04-08 CZ CZ20033214A patent/CZ301615B6/cs not_active IP Right Cessation
- 2002-04-08 PL PL363281A patent/PL208705B1/pl not_active IP Right Cessation
- 2002-04-08 ES ES02727539T patent/ES2250647T3/es not_active Expired - Lifetime
- 2002-04-08 AU AU2002257763A patent/AU2002257763B2/en not_active Ceased
- 2002-04-08 US US10/475,988 patent/US7045629B2/en not_active Expired - Lifetime
- 2002-04-08 MX MXPA03009684A patent/MXPA03009684A/es active IP Right Grant
- 2002-04-08 BR BR0209179-8A patent/BR0209179A/pt not_active Application Discontinuation
- 2002-04-08 KR KR1020037012735A patent/KR100839168B1/ko not_active Expired - Fee Related
- 2002-04-24 AR ARP020101480A patent/AR033262A1/es unknown
- 2002-04-24 MY MYPI20021525A patent/MY130616A/en unknown
-
2003
- 2003-11-25 ZA ZA200309164A patent/ZA200309164B/en unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Patent lapsed due to non-payment of maintenance fees |
Effective date: 20120408 |