JP2004518620A5 - - Google Patents
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- Publication number
- JP2004518620A5 JP2004518620A5 JP2002523456A JP2002523456A JP2004518620A5 JP 2004518620 A5 JP2004518620 A5 JP 2004518620A5 JP 2002523456 A JP2002523456 A JP 2002523456A JP 2002523456 A JP2002523456 A JP 2002523456A JP 2004518620 A5 JP2004518620 A5 JP 2004518620A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- group
- optionally substituted
- alkyl group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- 150000001875 compounds Chemical class 0.000 claims 18
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
- 125000006242 amine protecting group Chemical group 0.000 claims 5
- -1 benzyloxymethyl Chemical group 0.000 claims 5
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 4
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 claims 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 claims 3
- 125000001475 halogen functional group Chemical group 0.000 claims 3
- 230000003301 hydrolyzing effect Effects 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 2
- 150000001340 alkali metals Chemical class 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 2
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 claims 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 1
- 235000011114 ammonium hydroxide Nutrition 0.000 claims 1
- 150000001450 anions Chemical class 0.000 claims 1
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical group C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 claims 1
- 235000015497 potassium bicarbonate Nutrition 0.000 claims 1
- 239000011736 potassium bicarbonate Substances 0.000 claims 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims 1
- 235000017557 sodium bicarbonate Nutrition 0.000 claims 1
- 229910000029 sodium carbonate Inorganic materials 0.000 claims 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0021147.4A GB0021147D0 (en) | 2000-08-30 | 2000-08-30 | Chemical process |
| PCT/EP2001/009998 WO2002018338A1 (en) | 2000-08-30 | 2001-08-30 | Process for the racemisation of 1-benzyl-4-(4-fluorophenyl)-3-hydroxymethyl-1,2,3,6-tetrahydropyridine to be used as intermediate in the synthesis of paroxetine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004518620A JP2004518620A (ja) | 2004-06-24 |
| JP2004518620A5 true JP2004518620A5 (https=) | 2005-03-17 |
Family
ID=9898420
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002523456A Ceased JP2004518620A (ja) | 2000-08-30 | 2001-08-30 | パロキセチンの合成における中間体として使用される１−ベンジル−４−（４−フルオロフェニル）−３−ヒドロキシメチル−１，２，３，６−テトラヒドロピリジンをラセミ化する方法 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US6949650B2 (https=) |
| EP (1) | EP1315701B1 (https=) |
| JP (1) | JP2004518620A (https=) |
| AT (1) | ATE421953T1 (https=) |
| AU (1) | AU2002213865A1 (https=) |
| CA (1) | CA2420579C (https=) |
| CZ (1) | CZ2003503A3 (https=) |
| DE (1) | DE60137577D1 (https=) |
| ES (1) | ES2320631T3 (https=) |
| GB (1) | GB0021147D0 (https=) |
| HR (1) | HRP20030227A2 (https=) |
| HU (1) | HUP0302910A3 (https=) |
| IL (2) | IL154302A0 (https=) |
| NO (1) | NO324944B1 (https=) |
| SK (1) | SK2342003A3 (https=) |
| WO (1) | WO2002018338A1 (https=) |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2748140A (en) * | 1954-10-07 | 1956-05-29 | Rohm & Haas | 3-hydroxymethyl-4-phenyltetrahydro-pyridines and their esters |
| GB1422263A (en) | 1973-01-30 | 1976-01-21 | Ferrosan As | 4-phenyl-piperidine compounds |
| CN1068597C (zh) * | 1995-05-17 | 2001-07-18 | 诺沃挪第克公司 | 制备4－芳基－哌啶衍生物的方法 |
| GB9526645D0 (en) * | 1995-12-28 | 1996-02-28 | Chiroscience Ltd | Stereoselective synthesis |
| HU221921B1 (hu) * | 1996-07-08 | 2003-02-28 | Richter Gedeon Vegyészeti Gyár Rt. | N-benzil-piperidin- és tetrahidropiridinszármazékok és eljárás azok előállítására |
| GB9710004D0 (en) | 1997-05-17 | 1997-07-09 | Knoll Ag | Chemical process |
| DE19900576A1 (de) * | 1999-01-09 | 2000-07-13 | Merck Patent Gmbh | Benzolderivate |
-
2000
- 2000-08-30 GB GBGB0021147.4A patent/GB0021147D0/en not_active Ceased
-
2001
- 2001-08-30 ES ES01982224T patent/ES2320631T3/es not_active Expired - Lifetime
- 2001-08-30 EP EP01982224A patent/EP1315701B1/en not_active Expired - Lifetime
- 2001-08-30 IL IL15430201A patent/IL154302A0/xx unknown
- 2001-08-30 WO PCT/EP2001/009998 patent/WO2002018338A1/en not_active Ceased
- 2001-08-30 SK SK234-2003A patent/SK2342003A3/sk unknown
- 2001-08-30 DE DE60137577T patent/DE60137577D1/de not_active Expired - Lifetime
- 2001-08-30 AU AU2002213865A patent/AU2002213865A1/en not_active Abandoned
- 2001-08-30 HR HR20030227A patent/HRP20030227A2/xx not_active Application Discontinuation
- 2001-08-30 AT AT01982224T patent/ATE421953T1/de not_active IP Right Cessation
- 2001-08-30 US US10/362,531 patent/US6949650B2/en not_active Expired - Fee Related
- 2001-08-30 HU HU0302910A patent/HUP0302910A3/hu unknown
- 2001-08-30 CA CA002420579A patent/CA2420579C/en not_active Expired - Fee Related
- 2001-08-30 CZ CZ2003503A patent/CZ2003503A3/cs unknown
- 2001-08-30 JP JP2002523456A patent/JP2004518620A/ja not_active Ceased
-
2003
- 2003-02-05 IL IL154302A patent/IL154302A/en not_active IP Right Cessation
- 2003-02-25 NO NO20030876A patent/NO324944B1/no not_active IP Right Cessation
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