Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Thionyl Chloride | HCID 24386 | — |
| Edukt | 4-chloro-1-methyl-1H-pyrazole-5-carboxylic acid | HCID 670823 | — |
| Edukt | 6-(3-Amino-benzoyl)-1,3-dihydro-indol-2-one | HCID 59256478 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | HCID 86610406 | HCID 86610406 | 84% |
Reaktionsschritte
A dry 25 mL flask was charged with 4-Chloro-2-methyl-2H-pyrazole-3-carboxylic acid (0.139 g, 0.873 mmol) and thionyl chloride (5 mL) and allowed to stir at 79° C. for 2 h. The thionyl chloride was then removed by concentration in vacuo. The crude acid chloride was cooled to room temperature, and then dissolved in THF (5 mL). 6-(3-Amino-benzoyl)-1,3-dihydro-indol-2-one (as prepared in Example 40, 0.200 g, 0.794 mmol) was added to the THF solution of the acid chloride, and the mixture was allowed to reflux for 2 h. The reaction mixture was then allowed to cool to room temperature. The tan solids were filtered and washed with ˜3 mL of THF to afford the pure 4-Chloro-2-methyl-2H-pyrazole-3-carboxylic acid [3-(2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide (0.264 g, 0.667 mmol, 84%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07692005B2 |
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| Quelldatensatz | uspto-grants-2010_04 |
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| ORD ID | ord-bc8c4e9bcb4244c2a49a0e84ea73097c |
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| Quellennotiz | uspto-grants-2010_04 |
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