AR045744A1 - Procedimiento para preparar compuestos amidicos por medio de reacciones de amidacion catalizadas. - Google Patents
Procedimiento para preparar compuestos amidicos por medio de reacciones de amidacion catalizadas.Info
- Publication number
- AR045744A1 AR045744A1 ARP040103261A ARP040103261A AR045744A1 AR 045744 A1 AR045744 A1 AR 045744A1 AR P040103261 A ARP040103261 A AR P040103261A AR P040103261 A ARP040103261 A AR P040103261A AR 045744 A1 AR045744 A1 AR 045744A1
- Authority
- AR
- Argentina
- Prior art keywords
- group
- alkyl
- aryl
- heterocyclic group
- alkaryl
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 5
- 238000000034 method Methods 0.000 title abstract 5
- 238000007112 amidation reaction Methods 0.000 title abstract 3
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 abstract 6
- 125000003118 aryl group Chemical group 0.000 abstract 6
- 125000004429 atom Chemical group 0.000 abstract 6
- 125000000623 heterocyclic group Chemical group 0.000 abstract 6
- 229910052760 oxygen Inorganic materials 0.000 abstract 6
- 229910052717 sulfur Inorganic materials 0.000 abstract 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 4
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 4
- 125000004104 aryloxy group Chemical group 0.000 abstract 4
- 229910052757 nitrogen Inorganic materials 0.000 abstract 4
- 125000004642 (C1-C12) alkoxy group Chemical group 0.000 abstract 3
- 125000006652 (C3-C12) cycloalkyl group Chemical group 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 2
- 125000004070 6 membered heterocyclic group Chemical group 0.000 abstract 2
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 2
- 125000004966 cyanoalkyl group Chemical group 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 125000004641 (C1-C12) haloalkyl group Chemical group 0.000 abstract 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000005248 alkyl aryloxy group Chemical group 0.000 abstract 1
- 230000009435 amidation Effects 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 230000035484 reaction time Effects 0.000 abstract 1
- 125000004953 trihalomethyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/36—Oxygen or sulfur atoms
- C07D207/40—2,5-Pyrrolidine-diones
- C07D207/416—2,5-Pyrrolidine-diones with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to other ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/08—Preparation of carboxylic acid amides from amides by reaction at nitrogen atoms of carboxamide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/192—Radicals derived from carboxylic acids from aromatic carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
La presente se refiere a un procedimiento para catalizar reacciones de amidación. En este proceso, se realiza una amidación catalítica en presencia de dióxido de carbono añadido que muestran una mejora en la velocidad sorprendente con respecto a la correspondiente reacción sin catalizar, dando como resultado una reducción del 50% del tiempo de reacción t1/2 en ausencia del catalizador. Reivindicación 1: Un procedimiento para reparar un compuesto de fórmula (2) en la que R1 se selecciona entre el grupo compuesto por alquilo C1-12, cicloalquilo C3-12, heterociclilo C2-12 y arilo C6-12 y R1 está opcionalmente sustituido con 1 a 6 grupos R3; cada R3 se selecciona independientemente entre el grupo compuesto por alquilo C1-12, alcoxi C1-12, cicloalquilo C3-12, arilo C6-12, un grupo heterocíclico C2-12 que contiene de 1 a 3 átomos seleccionados entre N, S y O, ariloxi C6-12, alcarilo C6-12, alcariloxi C6-12, halógeno, trihalometilo, -S(O)R4, -SO2NR4R5, -SO3R4, -SR4, -NO2, -NR4R5, -OH, - CN, -C(O)R4, -OC(O)R4, -NR4C(O)R5, -(CH2)nCO2R4 y -CONR4R5; 4 y R5 se seleccionan independientemente entre el grupo compuesto por H, alquilo c1-12, cianoalquilo C1-12, cicloalquilo C5-12, arilo C6-12, un grupo heterocíclico C2-12 que contiene de 1 a 3 átomos seleccionados entre N, S y O, o en el grupo -NR4R5, R4 y R5 pueden combinarse para formar un grupo heterocíclico de cuatro, cinco o seis miembros que opcionalmente contiene de 1 a 3 átomos seleccionados entre N, O o S además del átomo de N al que están unidos R4 y R5; R6 se selecciona entre -NR8(CH2)mR9 y -NR10R11, con la condición de que opcionalmente de uno a dos de los grupos CH2 puedan estar sustituidos con -OH o halógeno; R8 es H o alquilo C1-12; R9 se selecciona entre el grupo compuesto por -NR10R11, -OH, -C(O)R12, arilo C6-12, alcarilo C6-12, ariloxi C6-12, alcariloxi C6-12, alcoxi C1-12, un grupo heterocíclico C2-12 que contiene de 1 a 3 átomos seleccionados entre N, S y O, -N+(O-)R10 y -NHC(O)R13; R10 y R11 se seleccionan independientemente entre el grupo compuesto por H, alquilo c1-12, cianoalquilo c1-12, cicloalquilo C3-12, arilo C6-12 y un grupo heterocíclico C2-12 que contiene 1 a 3 átomos seleccionados entre N, S o O; o R10 y R11 pueden combinarse para formar un grupo heterocíclico de cuatro, cinco o seis miembros que opcionalmente contiene de 1 a 3 átomos seleccionados entre N, O, o S además del átomo de N al que están unidos R10 y R11, con la condición de que el grupo heterocíclico formado por R10 y R11 pueda estar opcionalmente sustituido con R4; R12 se selecciona entre el grupo compuesto por -OH, alcoxi C1-12, alcarilo C6-12 y ariloxi C6-12; R13 se selecciona entre el grupo compuesto por alquilo C1-12, haloalquilo c1-12 y aralquilo C6-12; n es 0, 1 o 2; y m es 1, 2, 3 o 4; comprendiendo el procedimiento hacer reaccionar un compuesto de fórmula (1) con un compuesto de fórmula (3) en las que R1 y R6 son como se han definido anteriormente, y R2 se selecciona entre el grupo compuesto por las fórmulas (4) y R2 está opcionalmente sustituido con 1 a 6 grupos seleccionados independientemente entre el grupo compuesto por halógeno, alquilo C1-6, alcoxi C1-6, arilo C6-12, ariloxi C6-12, alcarilo C6-12, -NHC(O)R14 y -C(O)OR14, donde R14 es H o un alquilo C1-6 en presencia de CO2 añadido, para formar el compuesto de fórmula (2).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US50199403P | 2003-09-11 | 2003-09-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR045744A1 true AR045744A1 (es) | 2005-11-09 |
Family
ID=34273078
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP040103261A AR045744A1 (es) | 2003-09-11 | 2004-09-10 | Procedimiento para preparar compuestos amidicos por medio de reacciones de amidacion catalizadas. |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US20050059824A1 (es) |
| AR (1) | AR045744A1 (es) |
| TW (1) | TW200524861A (es) |
| WO (1) | WO2005023765A1 (es) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BRPI0609957A2 (pt) * | 2005-05-12 | 2010-05-11 | Pfizer | uso de malato de sunitinib na preparação de um medicamento para o tratamento de cáncer |
| BRPI0611814A2 (pt) * | 2005-06-10 | 2008-12-09 | Bipar Sciences Inc | moduladores parp e tratamento de cÂnceres |
| RU2447889C2 (ru) * | 2005-07-18 | 2012-04-20 | Бипар Сайенсиз, Инк. | Способ лечения рака (варианты) |
| US20100279327A1 (en) * | 2006-06-12 | 2010-11-04 | Bipar Sciences, Inc. | Method of treating diseases with parp inhibitors |
| EP2038654A4 (en) * | 2006-06-12 | 2010-08-11 | Bipar Sciences Inc | METHOD FOR THE TREATMENT OF DISEASES WITH PARP INHIBITORS |
| US20080262062A1 (en) * | 2006-11-20 | 2008-10-23 | Bipar Sciences, Inc. | Method of treating diseases with parp inhibitors |
| US20100160442A1 (en) * | 2006-07-18 | 2010-06-24 | Ossovskaya Valeria S | Formulations for cancer treatment |
| CA2662337A1 (en) * | 2006-09-05 | 2008-03-13 | Bipar Sciences, Inc. | Inhibition of fatty acid synthesis by parp inhibitors and methods of treatment thereof |
| CA2662517A1 (en) * | 2006-09-05 | 2008-03-13 | Jerome Moore | Treatment of cancer |
| PL2121139T3 (pl) * | 2007-01-16 | 2013-03-29 | Bipar Sciences Inc | Formulacje do leczenia raka |
| US20090004213A1 (en) | 2007-03-26 | 2009-01-01 | Immatics Biotechnologies Gmbh | Combination therapy using active immunotherapy |
| CN101903025A (zh) * | 2007-10-19 | 2010-12-01 | 彼帕科学公司 | 利用苯并吡喃酮-型parp抑制剂治疗癌症的方法和组合物 |
| MX2010005221A (es) * | 2007-11-12 | 2010-09-28 | Bipar Sciences Inc | Tratamiento de cancer de utero y cancer de ovario con un inhibidor de parp solo o en combinacion con agentes antitumorales. |
| SG185952A1 (en) * | 2007-11-12 | 2012-12-28 | Bipar Sciences Inc | Treatment of breast cancer with 4-iodo-3-nitrobenzamide in combination with anti-tumor agents |
| KR20100102637A (ko) * | 2007-12-07 | 2010-09-24 | 바이파 사이언스 인코포레이티드 | 토포이소머라제 억제제 및 ｐａｒｐ 억제제의 병용물에 의한 암의 치료 |
| AU2009212401A1 (en) * | 2008-02-04 | 2009-08-13 | Bipar Sciences, Inc. | Methods of diagnosing and treating PARP-mediated diseases |
| CN102858739A (zh) | 2010-03-10 | 2013-01-02 | 斯索恩有限公司 | 酰胺化吡咯甲酸酯化合物的方法 |
| WO2012042421A1 (en) | 2010-09-29 | 2012-04-05 | Pfizer Inc. | Method of treating abnormal cell growth |
| AU2010363613B2 (en) * | 2010-11-01 | 2015-02-05 | Scinopharm (Kunshan) Biochemical Technology Co., Ltd. | Processes for the preparation of 3-((pyrrol-2-yl)methylene)-2-pyrrolones using 2-silyloxy-pyrroles |
| US9206163B2 (en) | 2012-03-23 | 2015-12-08 | Laurus Labs Private Ltd. | Process for the preparation of sunitinib and its acid addition salts thereof |
| KR102125658B1 (ko) | 2012-05-04 | 2020-06-22 | 화이자 인코포레이티드 | 전립선 관련된 항원 및 백신 기재 면역치료 요법 |
| HUE043042T2 (hu) | 2013-11-01 | 2019-07-29 | Pfizer | Vektorok prosztatához kapcsolódó antigének expressziójára |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT1255752E (pt) * | 2000-02-15 | 2007-10-17 | Pharmacia & Upjohn Co Llc | Inibidores de proteína quinases: 2-indolinonas substituídas com pirrolo |
| MXPA04006992A (es) * | 2002-02-15 | 2004-11-10 | Upjohn Co | Procedimiento para preparar derivados de indolinona. |
-
2004
- 2004-09-06 WO PCT/IB2004/002885 patent/WO2005023765A1/en not_active Ceased
- 2004-09-08 TW TW093127175A patent/TW200524861A/zh unknown
- 2004-09-09 US US10/938,777 patent/US20050059824A1/en not_active Abandoned
- 2004-09-10 AR ARP040103261A patent/AR045744A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US20050059824A1 (en) | 2005-03-17 |
| WO2005023765A1 (en) | 2005-03-17 |
| TW200524861A (en) | 2005-08-01 |
| WO2005023765A8 (en) | 2005-05-12 |
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Legal Events
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|---|---|---|---|
| FB | Suspension of granting procedure |