AR036881A1 - Un proceso para la preparacion de 4-(piperidil)(2-piridil)metanona-(e)-o-metiloxima y sales - Google Patents
Un proceso para la preparacion de 4-(piperidil)(2-piridil)metanona-(e)-o-metiloxima y salesInfo
- Publication number
- AR036881A1 AR036881A1 ARP020103832A ARP020103832A AR036881A1 AR 036881 A1 AR036881 A1 AR 036881A1 AR P020103832 A ARP020103832 A AR P020103832A AR P020103832 A ARP020103832 A AR P020103832A AR 036881 A1 AR036881 A1 AR 036881A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- compound
- alkyl
- acid
- reacting
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 16
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 5
- 239000002253 acid Substances 0.000 abstract 5
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 abstract 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000003118 aryl group Chemical group 0.000 abstract 4
- 229910052736 halogen Inorganic materials 0.000 abstract 4
- 150000002367 halogens Chemical group 0.000 abstract 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 3
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 abstract 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 2
- JWUJQDFVADABEY-UHFFFAOYSA-N 2-methyltetrahydrofuran Chemical compound CC1CCCO1 JWUJQDFVADABEY-UHFFFAOYSA-N 0.000 abstract 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 2
- 125000005213 alkyl heteroaryl group Chemical group 0.000 abstract 2
- 125000004104 aryloxy group Chemical group 0.000 abstract 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 abstract 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 abstract 2
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 abstract 2
- -1 dihydrochloride Chemical compound 0.000 abstract 2
- 239000012458 free base Substances 0.000 abstract 2
- 125000004404 heteroalkyl group Chemical group 0.000 abstract 2
- 125000004475 heteroaralkyl group Chemical group 0.000 abstract 2
- 125000001072 heteroaryl group Chemical group 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 2
- 239000008096 xylene Substances 0.000 abstract 2
- KVKFANQMYHPJSU-GXDHUFHOSA-N (e)-n-methoxy-1-(4-piperidin-1-ylpyridin-2-yl)methanimine Chemical compound C1=NC(/C=N/OC)=CC(N2CCCCC2)=C1 KVKFANQMYHPJSU-GXDHUFHOSA-N 0.000 abstract 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 abstract 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 abstract 1
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 abstract 1
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000005262 alkoxyamine group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 abstract 1
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 abstract 1
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 239000011777 magnesium Substances 0.000 abstract 1
- 150000002923 oximes Chemical class 0.000 abstract 1
- 239000003586 protic polar solvent Substances 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US32956101P | 2001-10-15 | 2001-10-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR036881A1 true AR036881A1 (es) | 2004-10-13 |
Family
ID=23285979
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP020103832A AR036881A1 (es) | 2001-10-15 | 2002-10-11 | Un proceso para la preparacion de 4-(piperidil)(2-piridil)metanona-(e)-o-metiloxima y sales |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP1436282B1 (enExample) |
| JP (1) | JP4425632B2 (enExample) |
| CN (2) | CN100360520C (enExample) |
| AR (1) | AR036881A1 (enExample) |
| AT (1) | ATE298333T1 (enExample) |
| CA (1) | CA2463510A1 (enExample) |
| DE (1) | DE60204791T2 (enExample) |
| DK (1) | DK1436282T3 (enExample) |
| ES (1) | ES2240839T3 (enExample) |
| MX (1) | MXPA04003477A (enExample) |
| PT (1) | PT1436282E (enExample) |
| WO (1) | WO2003033488A1 (enExample) |
| ZA (1) | ZA200402070B (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007075702A2 (en) * | 2005-12-21 | 2007-07-05 | Schering Corporation | Treatment of nonalcoholic fatty liver disease using cholesterol lowering agents and h3 receptor antagonist/inverse agonist |
| FR2938534B1 (fr) | 2008-11-14 | 2012-10-26 | Sanofi Aventis | Procede de preparation de l'hemifumarate d'eplivanserine |
| WO2013151982A1 (en) | 2012-04-03 | 2013-10-10 | Arena Pharmaceuticals, Inc. | Methods and compounds useful in treating pruritus, and methods for identifying such compounds |
| JP7021643B2 (ja) * | 2017-02-08 | 2022-02-17 | 日産化学株式会社 | オキシイミノ化合物の幾何異性体の製造方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PE20020507A1 (es) * | 2000-10-17 | 2002-06-25 | Schering Corp | Compuestos no-imidazoles como antagonistas del receptor histamina h3 |
-
2002
- 2002-10-11 AR ARP020103832A patent/AR036881A1/es unknown
- 2002-10-15 CN CNB028204271A patent/CN100360520C/zh not_active Expired - Fee Related
- 2002-10-15 ES ES02793797T patent/ES2240839T3/es not_active Expired - Lifetime
- 2002-10-15 AT AT02793797T patent/ATE298333T1/de active
- 2002-10-15 MX MXPA04003477A patent/MXPA04003477A/es active IP Right Grant
- 2002-10-15 CN CNA2007101863662A patent/CN101157685A/zh active Pending
- 2002-10-15 WO PCT/US2002/033118 patent/WO2003033488A1/en not_active Ceased
- 2002-10-15 CA CA002463510A patent/CA2463510A1/en not_active Abandoned
- 2002-10-15 JP JP2003536228A patent/JP4425632B2/ja not_active Expired - Fee Related
- 2002-10-15 DE DE60204791T patent/DE60204791T2/de not_active Expired - Lifetime
- 2002-10-15 DK DK02793797T patent/DK1436282T3/da active
- 2002-10-15 PT PT02793797T patent/PT1436282E/pt unknown
- 2002-10-15 EP EP02793797A patent/EP1436282B1/en not_active Expired - Lifetime
-
2004
- 2004-03-15 ZA ZA200402070A patent/ZA200402070B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| MXPA04003477A (es) | 2004-07-30 |
| ZA200402070B (en) | 2005-04-29 |
| ES2240839T3 (es) | 2005-10-16 |
| JP2005506357A (ja) | 2005-03-03 |
| EP1436282B1 (en) | 2005-06-22 |
| DE60204791D1 (de) | 2005-07-28 |
| PT1436282E (pt) | 2005-10-31 |
| ATE298333T1 (de) | 2005-07-15 |
| CN101157685A (zh) | 2008-04-09 |
| HK1062683A1 (en) | 2004-11-19 |
| WO2003033488A1 (en) | 2003-04-24 |
| JP4425632B2 (ja) | 2010-03-03 |
| DK1436282T3 (da) | 2005-07-11 |
| CA2463510A1 (en) | 2003-04-24 |
| DE60204791T2 (de) | 2006-05-18 |
| CN1678605A (zh) | 2005-10-05 |
| CN100360520C (zh) | 2008-01-09 |
| EP1436282A1 (en) | 2004-07-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FB | Suspension of granting procedure |