JP2002520391A5 - - Google Patents
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- Publication number
- JP2002520391A5 JP2002520391A5 JP2000560092A JP2000560092A JP2002520391A5 JP 2002520391 A5 JP2002520391 A5 JP 2002520391A5 JP 2000560092 A JP2000560092 A JP 2000560092A JP 2000560092 A JP2000560092 A JP 2000560092A JP 2002520391 A5 JP2002520391 A5 JP 2002520391A5
- Authority
- JP
- Japan
- Prior art keywords
- mixture
- stirred
- added
- equiv
- carboxylate
- 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.)
- Granted
Links
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 3
- RXYPXQSKLGGKOL-UHFFFAOYSA-N 1,4-dimethylpiperazine Chemical compound CN1CCN(C)CC1 RXYPXQSKLGGKOL-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- JRNVZBWKYDBUCA-UHFFFAOYSA-N N-chlorosuccinimide Chemical compound ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- QXAUTQFAWKKNLM-UHFFFAOYSA-N methyl indole-3-carboxylate Chemical compound C1=CC=C2C(C(=O)OC)=CNC2=C1 QXAUTQFAWKKNLM-UHFFFAOYSA-N 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- LAMUXTNQCICZQX-UHFFFAOYSA-N 3-chloropropan-1-ol Chemical compound OCCCCl LAMUXTNQCICZQX-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- IJQYPUZBTYDSGN-UHFFFAOYSA-N methyl 2-(3-chloropropoxy)-1h-indole-3-carboxylate Chemical compound C1=CC=C2C(C(=O)OC)=C(OCCCCl)NC2=C1 IJQYPUZBTYDSGN-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9815483.4A GB9815483D0 (en) | 1998-07-16 | 1998-07-16 | Pharmaceuticals |
| GB9815483.4 | 1998-07-16 | ||
| PCT/EP1999/004943 WO2000003983A1 (en) | 1998-07-16 | 1999-07-13 | Process for the preparation of an indole derivative |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006076859A Division JP4511484B2 (ja) | 1998-07-16 | 2006-03-20 | インドール誘導体の製造方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002520391A JP2002520391A (ja) | 2002-07-09 |
| JP2002520391A5 true JP2002520391A5 (https=) | 2006-08-17 |
| JP3842555B2 JP3842555B2 (ja) | 2006-11-08 |
Family
ID=10835641
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000560092A Expired - Fee Related JP3842555B2 (ja) | 1998-07-16 | 1999-07-13 | インドール誘導体の製造方法 |
| JP2006076859A Expired - Fee Related JP4511484B2 (ja) | 1998-07-16 | 2006-03-20 | インドール誘導体の製造方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006076859A Expired - Fee Related JP4511484B2 (ja) | 1998-07-16 | 2006-03-20 | インドール誘導体の製造方法 |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP1097135B1 (https=) |
| JP (2) | JP3842555B2 (https=) |
| AT (1) | ATE394374T1 (https=) |
| CA (1) | CA2337248C (https=) |
| DE (1) | DE69938661D1 (https=) |
| ES (1) | ES2307339T3 (https=) |
| GB (1) | GB9815483D0 (https=) |
| WO (1) | WO2000003983A1 (https=) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020091271A1 (en) | 1998-07-16 | 2002-07-11 | Smithkline Beecham Plc | Process for the preparation of an indole derivative |
| GB0211230D0 (en) | 2002-05-16 | 2002-06-26 | Medinnova Sf | Treatment of heart failure |
| WO2020061045A1 (en) | 2018-09-18 | 2020-03-26 | Leidos, Inc. | Sensor array multiplexer |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3911297B2 (ja) * | 1996-08-16 | 2007-05-09 | スミスクライン・ビーチャム・パブリック・リミテッド・カンパニー | Ｎ―［（１―ｎブチル―４―ピペリジル）メチル］―３，４―ジヒドロ―２Ｈ―［１，３］オキサジノ［３，２―ａ］インドール―１０―カルボキシアミドおよび塩ならびに製造における中間体 |
-
1998
- 1998-07-16 GB GBGB9815483.4A patent/GB9815483D0/en not_active Ceased
-
1999
- 1999-07-13 JP JP2000560092A patent/JP3842555B2/ja not_active Expired - Fee Related
- 1999-07-13 DE DE69938661T patent/DE69938661D1/de not_active Expired - Lifetime
- 1999-07-13 EP EP99938233A patent/EP1097135B1/en not_active Expired - Lifetime
- 1999-07-13 AT AT99938233T patent/ATE394374T1/de not_active IP Right Cessation
- 1999-07-13 ES ES99938233T patent/ES2307339T3/es not_active Expired - Lifetime
- 1999-07-13 WO PCT/EP1999/004943 patent/WO2000003983A1/en not_active Ceased
- 1999-07-13 CA CA2337248A patent/CA2337248C/en not_active Expired - Fee Related
-
2006
- 2006-03-20 JP JP2006076859A patent/JP4511484B2/ja not_active Expired - Fee Related
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