JP2005206610A5 - - Google Patents
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- Publication number
- JP2005206610A5 JP2005206610A5 JP2005112900A JP2005112900A JP2005206610A5 JP 2005206610 A5 JP2005206610 A5 JP 2005206610A5 JP 2005112900 A JP2005112900 A JP 2005112900A JP 2005112900 A JP2005112900 A JP 2005112900A JP 2005206610 A5 JP2005206610 A5 JP 2005206610A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- sufficient
- time
- temperature
- 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
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 claims 12
- 150000001875 compounds Chemical class 0.000 claims 12
- 238000000034 method Methods 0.000 claims 11
- 239000002253 acid Substances 0.000 claims 5
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical group C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 claims 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- DQFBYFPFKXHELB-UHFFFAOYSA-N Chalcone Natural products C=1C=CC=CC=1C(=O)C=CC1=CC=CC=C1 DQFBYFPFKXHELB-UHFFFAOYSA-N 0.000 claims 3
- 150000001789 chalcones Chemical class 0.000 claims 3
- 235000005513 chalcones Nutrition 0.000 claims 3
- 239000002904 solvent Substances 0.000 claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 2
- MIOPJNTWMNEORI-OMNKOJBGSA-N [(4s)-7,7-dimethyl-3-oxo-4-bicyclo[2.2.1]heptanyl]methanesulfonic acid Chemical compound C1C[C@@]2(CS(O)(=O)=O)C(=O)CC1C2(C)C MIOPJNTWMNEORI-OMNKOJBGSA-N 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims 2
- SGUVLZREKBPKCE-UHFFFAOYSA-N 1,5-diazabicyclo[4.3.0]-non-5-ene Chemical compound C1CCN=C2CCCN21 SGUVLZREKBPKCE-UHFFFAOYSA-N 0.000 claims 1
- 125000002015 acyclic group Chemical group 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 230000003197 catalytic effect Effects 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 238000004821 distillation Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- DVSDBMFJEQPWNO-UHFFFAOYSA-N methyllithium Chemical compound C[Li] DVSDBMFJEQPWNO-UHFFFAOYSA-N 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 0 CC(C1C=CC(O)=CC1*C1)=C1c1ccc(*)cc1 Chemical compound CC(C1C=CC(O)=CC1*C1)=C1c1ccc(*)cc1 0.000 description 2
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13421698A | 1998-08-14 | 1998-08-14 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000564945A Division JP3684332B2 (ja) | 1998-08-14 | 1999-08-12 | エナンチオ選択的合成 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005206610A JP2005206610A (ja) | 2005-08-04 |
| JP2005206610A5 true JP2005206610A5 (enExample) | 2006-09-28 |
| JP4461048B2 JP4461048B2 (ja) | 2010-05-12 |
Family
ID=22462296
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000564945A Expired - Fee Related JP3684332B2 (ja) | 1998-08-14 | 1999-08-12 | エナンチオ選択的合成 |
| JP2005112900A Expired - Fee Related JP4461048B2 (ja) | 1998-08-14 | 2005-04-08 | エナンチオ選択的合成 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000564945A Expired - Fee Related JP3684332B2 (ja) | 1998-08-14 | 1999-08-12 | エナンチオ選択的合成 |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP1104414B1 (enExample) |
| JP (2) | JP3684332B2 (enExample) |
| CN (1) | CN1146554C (enExample) |
| AT (1) | ATE232525T1 (enExample) |
| AU (1) | AU5459399A (enExample) |
| CA (1) | CA2340343C (enExample) |
| DE (1) | DE69905376T2 (enExample) |
| ES (1) | ES2188222T3 (enExample) |
| WO (1) | WO2000009493A1 (enExample) |
| ZA (1) | ZA200100875B (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3205648A1 (en) | 2010-06-10 | 2017-08-16 | Seragon Pharmaceuticals, Inc. | Estrogen receptor modulators and uses thereof |
| EP2791132A4 (en) | 2011-12-14 | 2015-08-05 | Seragon Pharmaceuticals Inc | ESTROGEN RECEPTOR MODULATORS AND USES THEREOF |
| BR112014014767A2 (pt) | 2011-12-16 | 2017-06-13 | Olema Pharmaceuticals Inc | novos compostos de benzopirano, composições e usos dos mesmos |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5395842A (en) * | 1988-10-31 | 1995-03-07 | Endorecherche Inc. | Anti-estrogenic compounds and compositions |
| US5254568A (en) * | 1990-08-09 | 1993-10-19 | Council Of Scientific & Industrial Research | Benzopyrans as antiestrogenic agents |
| US6060503A (en) * | 1991-12-02 | 2000-05-09 | Endorecherche, Inc. | Benzopyran-containing compounds and method for their use |
| US5407947A (en) * | 1993-11-05 | 1995-04-18 | Eli Lilly And Company | Methods for inhibiting bone loss using pyrolidine and piperidine substituted benzopyrans |
| AU8102398A (en) * | 1997-07-09 | 1999-02-08 | Central Drug Research Institute | (dl)-2,3-diaryl-2h-1-benzopyrans |
| AU8102498A (en) * | 1997-07-09 | 1999-02-08 | Central Drug Research Institute | Preparation of diaryl-benzopyrans |
| US6465445B1 (en) * | 1998-06-11 | 2002-10-15 | Endorecherche, Inc. | Medical uses of a selective estrogen receptor modulator in combination with sex steroid precursors |
-
1999
- 1999-08-12 EP EP99940813A patent/EP1104414B1/en not_active Expired - Lifetime
- 1999-08-12 CA CA002340343A patent/CA2340343C/en not_active Expired - Fee Related
- 1999-08-12 DE DE69905376T patent/DE69905376T2/de not_active Expired - Lifetime
- 1999-08-12 AU AU54593/99A patent/AU5459399A/en not_active Abandoned
- 1999-08-12 CN CNB998119113A patent/CN1146554C/zh not_active Expired - Fee Related
- 1999-08-12 JP JP2000564945A patent/JP3684332B2/ja not_active Expired - Fee Related
- 1999-08-12 AT AT99940813T patent/ATE232525T1/de not_active IP Right Cessation
- 1999-08-12 WO PCT/US1999/016711 patent/WO2000009493A1/en not_active Ceased
- 1999-08-12 ES ES99940813T patent/ES2188222T3/es not_active Expired - Lifetime
-
2001
- 2001-01-31 ZA ZA2001/00875A patent/ZA200100875B/en unknown
-
2005
- 2005-04-08 JP JP2005112900A patent/JP4461048B2/ja not_active Expired - Fee Related
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