RU2012103976A - 2- (6-Aryl-4-aroyl-3-methyl-1-phenyl-1H-pyrazole [3,4-b] pyridine-5-yl) -2-oxo-n-arylacetamides and a method for their preparation - Google Patents
2- (6-Aryl-4-aroyl-3-methyl-1-phenyl-1H-pyrazole [3,4-b] pyridine-5-yl) -2-oxo-n-arylacetamides and a method for their preparation Download PDFInfo
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- RU2012103976A RU2012103976A RU2012103976/04A RU2012103976A RU2012103976A RU 2012103976 A RU2012103976 A RU 2012103976A RU 2012103976/04 A RU2012103976/04 A RU 2012103976/04A RU 2012103976 A RU2012103976 A RU 2012103976A RU 2012103976 A RU2012103976 A RU 2012103976A
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- Prior art keywords
- aryl
- phenyl
- methyl
- aroyl
- oxo
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- 238000000034 method Methods 0.000 title claims abstract 9
- -1 pyridine-5-yl Chemical group 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract 6
- 125000004938 5-pyridyl group Chemical group N1=CC=CC(=C1)* 0.000 claims abstract 4
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims abstract 2
- FMKMKBLHMONXJM-UHFFFAOYSA-N 5-methyl-2-phenylpyrazol-3-amine Chemical compound N1=C(C)C=C(N)N1C1=CC=CC=C1 FMKMKBLHMONXJM-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000000010 aprotic solvent Substances 0.000 claims abstract 2
- 238000002955 isolation Methods 0.000 claims abstract 2
- 239000002904 solvent Substances 0.000 claims abstract 2
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- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1. 2-(6-Арил-4-ароил-3-метил-1-фенил-1Н-пиразоло[3,4-b]пиридин-5-ил)-2-оксо-N-арилацетамиды формулыгде Ar- Ph, СНМе 4, СН(Ме)2,5; Ar- Ph, СНМе 4, CHOMe 4, CHBr 4.2. Способ получения 2-(6-Арил-4-ароил-3-метил-1-фенил-1Н-пиразоло[3,4-b]пиридин-5-ил)-2-оксо-N-арилацетамидов общей формулыгде Ar- Ph, СНМе 4, СН(Ме)2,5; Ar- Ph, СНМе 4, CHOMe 4, CHBr 4,отличающийся тем, что 1-арил-4,5-диароли-1Н-пиррол-2,3-дионы подвергают взаимодействию с 5-амино-3-метил-1-фенил-1H-пиразолом в среде инертного апротонного растворителя с последующим выделением целевых продуктов.3. Способ по п.2, отличающийся тем, что процесс ведут при температуре 78-82°С.4. Способ по п.2, отличающийся тем, что в качестве растворителя используют абсолютный бензол или 1,2-дихлорэтан.1. 2- (6-Aryl-4-aroyl-3-methyl-1-phenyl-1H-pyrazolo [3,4-b] pyridin-5-yl) -2-oxo-N-aryl acetamides of the formula where Ar-Ph, CHMe 4, CH (Me) 2.5; Ar-Ph, CHMe 4, CHOMe 4, CHBr 4.2. The method of obtaining 2- (6-Aryl-4-aroyl-3-methyl-1-phenyl-1H-pyrazolo [3,4-b] pyridin-5-yl) -2-oxo-N-arylacetamides of the general formula where Ar-Ph CHMe 4; CH (Me) 2.5; Ar-Ph, CHMe 4, CHOMe 4, CHBr 4, characterized in that 1-aryl-4,5-diaroli-1H-pyrrole-2,3-dione are reacted with 5-amino-3-methyl-1-phenyl -1H-pyrazole in an inert aprotic solvent, followed by isolation of the desired products. 3. The method according to claim 2, characterized in that the process is conducted at a temperature of 78-82 ° C. The method according to claim 2, characterized in that absolute benzene or 1,2-dichloroethane is used as the solvent.
Claims (4)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2012103976/04A RU2501800C2 (en) | 2012-02-07 | 2012-02-07 | 2-(6-ARYL-4-AROYL-3-METHYL-1-PHENYL-1H-PYRAZOLO[3,4-b]PYRIDIN-5-YL)-2-OXO-N-ARYLACETAMIDES AND METHODS FOR PRODUCTION THEREOF |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2012103976/04A RU2501800C2 (en) | 2012-02-07 | 2012-02-07 | 2-(6-ARYL-4-AROYL-3-METHYL-1-PHENYL-1H-PYRAZOLO[3,4-b]PYRIDIN-5-YL)-2-OXO-N-ARYLACETAMIDES AND METHODS FOR PRODUCTION THEREOF |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2012103976A true RU2012103976A (en) | 2013-09-27 |
| RU2501800C2 RU2501800C2 (en) | 2013-12-20 |
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| Application Number | Title | Priority Date | Filing Date |
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| RU2012103976/04A RU2501800C2 (en) | 2012-02-07 | 2012-02-07 | 2-(6-ARYL-4-AROYL-3-METHYL-1-PHENYL-1H-PYRAZOLO[3,4-b]PYRIDIN-5-YL)-2-OXO-N-ARYLACETAMIDES AND METHODS FOR PRODUCTION THEREOF |
Country Status (1)
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| RU (1) | RU2501800C2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2721684C1 (en) * | 2019-09-06 | 2020-05-21 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Пермский государственный национальный исследовательский университет" | Methyl 2,3,8-trioxo-4-phenyltetrahydro-6h-pyrazolo[1,2-a]pyrrolo[2,3-c]pyrazole-9a(1h)-carboxylates |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2001880A2 (en) * | 2006-03-07 | 2008-12-17 | Array Biopharma, Inc. | Heterobicyclic pyrazole compounds and methods of use |
| UA81201C2 (en) * | 2006-09-18 | 2007-12-10 | Державна Наукова Установа "Науково-Технологічний Комплекс "Інститут Монокристалів" Національної Академії Наук України | 3,6-diaryl-1н-pyrazolo[3,4-b]pyridin-4-carboxylic acid derivatives and process for the preparation thereof |
| RU2421455C2 (en) * | 2009-07-14 | 2011-06-20 | Государственное образовательное учреждение высшего профессионального образования "Пермский государственный университет" | METHOD OF PRODUCING METHYL 7-ARYLCARBAMOYL-6-BENZOYL-2-METHYL-3-PHENYLPYRAZOLO-[1,5-a]PYRIMIDINE-5-CARBOXYLATES |
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- 2012-02-07 RU RU2012103976/04A patent/RU2501800C2/en not_active IP Right Cessation
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| RU2501800C2 (en) | 2013-12-20 |
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Effective date: 20140208 |