ES350713A1 - Un procedimiento para la preparacion de un compuesto fluo- renico. - Google Patents
Un procedimiento para la preparacion de un compuesto fluo- renico.Info
- Publication number
- ES350713A1 ES350713A1 ES350713A ES350713A ES350713A1 ES 350713 A1 ES350713 A1 ES 350713A1 ES 350713 A ES350713 A ES 350713A ES 350713 A ES350713 A ES 350713A ES 350713 A1 ES350713 A1 ES 350713A1
- Authority
- ES
- Spain
- Prior art keywords
- alpha
- fluoren
- compound
- ylidene
- pyridyl
- 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.)
- Expired
Links
- -1 alpha-fluorenylidene-p-tolyl derivatives of heterocyclic alcohols Chemical class 0.000 title abstract 4
- 150000002576 ketones Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 12
- 125000004432 carbon atom Chemical group C* 0.000 abstract 7
- 125000005936 piperidyl group Chemical group 0.000 abstract 6
- 229910052799 carbon Inorganic materials 0.000 abstract 4
- 150000003839 salts Chemical class 0.000 abstract 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 229910052757 nitrogen Inorganic materials 0.000 abstract 3
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 3
- 125000004076 pyridyl group Chemical group 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical group [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- KNTDPNNXTUXQQV-UHFFFAOYSA-N [Na]CC1=CC=NC=C1 Chemical compound [Na]CC1=CC=NC=C1 KNTDPNNXTUXQQV-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- QTMDXZNDVAMKGV-UHFFFAOYSA-L copper(ii) bromide Chemical compound [Cu+2].[Br-].[Br-] QTMDXZNDVAMKGV-UHFFFAOYSA-L 0.000 abstract 2
- 239000012458 free base Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 229910052744 lithium Inorganic materials 0.000 abstract 2
- 239000012280 lithium aluminium hydride Substances 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 abstract 2
- 239000012279 sodium borohydride Substances 0.000 abstract 2
- 229910000033 sodium borohydride Inorganic materials 0.000 abstract 2
- JDMHAAUFCUEDFR-UHFFFAOYSA-N 1-[4-[1-(9H-fluoren-9-yl)-2-pyridin-2-ylethyl]phenyl]-2-pyridin-2-ylethanone Chemical compound C1=CC=CC=2C3=CC=CC=C3C(C12)C(CC1=NC=CC=C1)C1=CC=C(C(CC2=NC=CC=C2)=O)C=C1 JDMHAAUFCUEDFR-UHFFFAOYSA-N 0.000 abstract 1
- XAMFIBJBMQPOCN-UHFFFAOYSA-N 1-[4-[1-(9H-fluoren-9-yl)-2-pyridin-3-ylethyl]phenyl]-2-pyridin-3-ylethanone Chemical compound C1=CC=CC=2C3=CC=CC=C3C(C12)C(CC=1C=NC=CC1)C1=CC=C(C(CC=2C=NC=CC2)=O)C=C1 XAMFIBJBMQPOCN-UHFFFAOYSA-N 0.000 abstract 1
- TWPAODMCHCPZOR-UHFFFAOYSA-N 1-[4-[1-(9H-fluoren-9-yl)-2-pyridin-4-ylethyl]phenyl]-2-pyridin-4-ylethanone Chemical compound C1=CC=CC=2C3=CC=CC=C3C(C12)C(CC1=CC=NC=C1)C1=CC=C(C(CC2=CC=NC=C2)=O)C=C1 TWPAODMCHCPZOR-UHFFFAOYSA-N 0.000 abstract 1
- FFOIFAAVWJZLFE-UHFFFAOYSA-N 3-(chloromethyl)-1-methylpiperidine Chemical compound CN1CCCC(CCl)C1 FFOIFAAVWJZLFE-UHFFFAOYSA-N 0.000 abstract 1
- 229910021590 Copper(II) bromide Inorganic materials 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- RNOLVCVMTIXABB-UHFFFAOYSA-N N1=CC(=CC=C1)C[Na] Chemical compound N1=CC(=CC=C1)C[Na] RNOLVCVMTIXABB-UHFFFAOYSA-N 0.000 abstract 1
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- SKCNIGRBPJIUBQ-UHFFFAOYSA-N chloroform;ethyl acetate Chemical compound ClC(Cl)Cl.CCOC(C)=O SKCNIGRBPJIUBQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- VXWPONVCMVLXBW-UHFFFAOYSA-M magnesium;carbanide;iodide Chemical compound [CH3-].[Mg+2].[I-] VXWPONVCMVLXBW-UHFFFAOYSA-M 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000014508 negative regulation of coagulation Effects 0.000 abstract 1
- 239000008188 pellet Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 1
- 229910052708 sodium Chemical group 0.000 abstract 1
- 239000011734 sodium Chemical group 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
- C07C47/548—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings having unsaturation outside the six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/794—Ketones containing a keto group bound to a six-membered aromatic ring having unsaturation outside an aromatic ring
- C07C49/798—Ketones containing a keto group bound to a six-membered aromatic ring having unsaturation outside an aromatic ring containing rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
- C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
- C07C2603/12—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
- C07C2603/18—Fluorenes; Hydrogenated fluorenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US61748467A | 1967-02-21 | 1967-02-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES350713A1 true ES350713A1 (es) | 1969-10-01 |
Family
ID=24473831
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES350713A Expired ES350713A1 (es) | 1967-02-21 | 1968-02-20 | Un procedimiento para la preparacion de un compuesto fluo- renico. |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3481929A (en, 2012) |
| BE (1) | BE711059A (en, 2012) |
| DE (1) | DE1695671A1 (en, 2012) |
| DK (1) | DK125202B (en, 2012) |
| ES (1) | ES350713A1 (en, 2012) |
| FR (1) | FR7378M (en, 2012) |
| GB (1) | GB1206303A (en, 2012) |
| NL (1) | NL6802509A (en, 2012) |
| SE (1) | SE343857B (en, 2012) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3178420A (en) * | 1959-06-25 | 1965-04-13 | Richardson Merrell Inc | Amino-2-hydroxy-1-propoxy benzal derivatives of fluorene and xanthene |
| US3335148A (en) * | 1966-02-17 | 1967-08-08 | Lilly Co Eli | 9(3-pyridyl)derivative of fluorene, 9-fluorenol, xanthene, 9-xanthenol and the corresponding nonphytotoxic acid addition salts thereof |
-
1967
- 1967-02-21 US US617484A patent/US3481929A/en not_active Expired - Lifetime
-
1968
- 1968-02-20 DE DE19681695671 patent/DE1695671A1/de active Pending
- 1968-02-20 FR FR140556A patent/FR7378M/fr not_active Expired
- 1968-02-20 BE BE711059D patent/BE711059A/xx unknown
- 1968-02-20 ES ES350713A patent/ES350713A1/es not_active Expired
- 1968-02-21 SE SE2247/68A patent/SE343857B/xx unknown
- 1968-02-21 DK DK68068AA patent/DK125202B/da unknown
- 1968-02-21 GB GB8524/68A patent/GB1206303A/en not_active Expired
- 1968-02-21 NL NL6802509A patent/NL6802509A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US3481929A (en) | 1969-12-02 |
| DE1695671A1 (de) | 1971-04-22 |
| SE343857B (en, 2012) | 1972-03-20 |
| GB1206303A (en) | 1970-09-23 |
| FR7378M (en, 2012) | 1969-10-27 |
| NL6802509A (en, 2012) | 1968-08-22 |
| BE711059A (en, 2012) | 1968-08-20 |
| DK125202B (da) | 1973-01-15 |
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