JP2003501425A5 - - Google Patents
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- JP2003501425A5 JP2003501425A5 JP2001502415A JP2001502415A JP2003501425A5 JP 2003501425 A5 JP2003501425 A5 JP 2003501425A5 JP 2001502415 A JP2001502415 A JP 2001502415A JP 2001502415 A JP2001502415 A JP 2001502415A JP 2003501425 A5 JP2003501425 A5 JP 2003501425A5
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- JP
- Japan
- Prior art keywords
- formula
- compound
- embedded image
- acid
- iii
- 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.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 description 22
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- MIOPJNTWMNEORI-UHFFFAOYSA-N camphorsulfonic acid Chemical compound C1CC2(CS(O)(=O)=O)C(=O)CC1C2(C)C MIOPJNTWMNEORI-UHFFFAOYSA-N 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- MIOPJNTWMNEORI-GMSGAONNSA-N (S)-camphorsulfonic acid Chemical compound C1C[C@@]2(CS(O)(=O)=O)C(=O)C[C@@H]1C2(C)C MIOPJNTWMNEORI-GMSGAONNSA-N 0.000 description 2
- MMRYHBTWIHLITG-SECBINFHSA-N 5-[[(2r)-oxiran-2-yl]methoxy]quinoline Chemical compound C=1C=CC2=NC=CC=C2C=1OC[C@H]1CO1 MMRYHBTWIHLITG-SECBINFHSA-N 0.000 description 2
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- VCLJKHAVJDVQNE-UHFFFAOYSA-N bicyclo[5.1.0]octa-1(8),2,4,6-tetraene Chemical compound C1=CC=CC=C2C=C21 VCLJKHAVJDVQNE-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- MNNMQSHMZURQNO-ZTOOSOLZSA-N NCCNC(C(c1ccccc1[C@H]([C@@H]12)C1(F)F)c1c2cccc1)I Chemical compound NCCNC(C(c1ccccc1[C@H]([C@@H]12)C1(F)F)c1c2cccc1)I MNNMQSHMZURQNO-ZTOOSOLZSA-N 0.000 description 1
- HGKZPRDGSBQVFA-BJWYYQGGSA-N NCCN[C@H](c1ccccc1[C@H]12)c3ccccc3[C@@H]1C2(F)F Chemical compound NCCN[C@H](c1ccccc1[C@H]12)c3ccccc3[C@@H]1C2(F)F HGKZPRDGSBQVFA-BJWYYQGGSA-N 0.000 description 1
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 230000002140 halogenating effect Effects 0.000 description 1
- 150000004885 piperazines Chemical class 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13728499P | 1999-06-03 | 1999-06-03 | |
| US60/137,284 | 1999-06-03 | ||
| PCT/US2000/011863 WO2000075132A1 (en) | 1999-06-03 | 2000-05-30 | Process for preparing a 10,11-methanodibenzosuberane derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2003501425A JP2003501425A (ja) | 2003-01-14 |
| JP2003501425A5 true JP2003501425A5 (https=) | 2006-08-17 |
Family
ID=22476646
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001502415A Pending JP2003501425A (ja) | 1999-06-03 | 2000-05-30 | １０，１１−メタノジベンゾスベラン誘導体の製造方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US6570016B1 (https=) |
| EP (1) | EP1198462B1 (https=) |
| JP (1) | JP2003501425A (https=) |
| AT (1) | ATE277922T1 (https=) |
| AU (1) | AU5125200A (https=) |
| CA (1) | CA2375283A1 (https=) |
| DE (1) | DE60014386T2 (https=) |
| ES (1) | ES2228534T3 (https=) |
| PE (1) | PE20010291A1 (https=) |
| WO (1) | WO2000075132A1 (https=) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6207392B1 (en) * | 1997-11-25 | 2001-03-27 | The Regents Of The University Of California | Semiconductor nanocrystal probes for biological applications and process for making and using such probes |
| CA2375283A1 (en) * | 1999-06-03 | 2000-12-14 | Eli Lilly And Company | Process for preparing a 10,11-methanodibenzosuberane derivative |
| EP1387683B1 (en) | 2001-04-25 | 2005-02-09 | Eli Lilly And Company | Novel salt and crystalline forms of (2r)-anti-5-3-(4-(10,11-difluoromethanodibenzosuber-5-yl)piperazin-1-yl)-2-hydroxypropoxy quinoline |
| EP1915466B1 (en) * | 2005-08-19 | 2010-11-24 | Nanosphere, Inc. | Methods for preparing hybrid substrates comprising dna and antibodies and uses thereof |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0582164B1 (en) * | 1992-07-31 | 1998-12-23 | Bristol-Myers Squibb Company | Adenosine re-uptake inhibiting derivatives of diphenyl oxazoles, thiazoles and imidazoles |
| US5643909A (en) * | 1993-04-19 | 1997-07-01 | Syntex (U.S.A.) Inc. | 10,11-Methanodibenzosuberane derivatives |
| AU6167696A (en) * | 1995-06-07 | 1996-12-30 | Dade Chemistry Systems Inc. | Preparation of immunogens and other conjugates of drugs |
| US6025359A (en) * | 1996-06-17 | 2000-02-15 | Eli Lilly And Company | Drug resistance and multidrug resistance modulators |
| HUP9904273A3 (en) * | 1996-11-22 | 2001-01-29 | Lilly Co Eli | Drug resistance and multidrug resistance modulators |
| CA2375283A1 (en) * | 1999-06-03 | 2000-12-14 | Eli Lilly And Company | Process for preparing a 10,11-methanodibenzosuberane derivative |
| TWI267511B (en) * | 1999-06-03 | 2006-12-01 | Lilly Co Eli | Process for preparing 10,11-methanobenzosuberane derivatives |
-
2000
- 2000-05-30 CA CA002375283A patent/CA2375283A1/en not_active Abandoned
- 2000-05-30 ES ES00935852T patent/ES2228534T3/es not_active Expired - Lifetime
- 2000-05-30 US US09/979,598 patent/US6570016B1/en not_active Expired - Fee Related
- 2000-05-30 DE DE60014386T patent/DE60014386T2/de not_active Expired - Fee Related
- 2000-05-30 EP EP00935852A patent/EP1198462B1/en not_active Expired - Lifetime
- 2000-05-30 AU AU51252/00A patent/AU5125200A/en not_active Abandoned
- 2000-05-30 AT AT00935852T patent/ATE277922T1/de not_active IP Right Cessation
- 2000-05-30 WO PCT/US2000/011863 patent/WO2000075132A1/en not_active Ceased
- 2000-05-30 JP JP2001502415A patent/JP2003501425A/ja active Pending
- 2000-06-01 PE PE2000000540A patent/PE20010291A1/es not_active Application Discontinuation
-
2003
- 2003-03-03 US US10/378,436 patent/US6624304B1/en not_active Expired - Fee Related
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