Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Bromoacetamide | HCID 69632 | — |
| Reactant | HCID 53491513 | HCID 53491513 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11543477 | HCID 11543477 | — |
Reaction Steps
5-chloro-3,3-difluoro-1,3-dihydro-2H-indol-2-one 4 (2.55 g, 12.5 mmol) is dissolved in dry DMF (20 ml) under a nitrogen atmosphere. The solution is cooled at 0° C. and NaH (0.547 g, 13.8 mmol, 60% dispersion) is carefully added portionwise. When the nitrogen evolution ceases, bromoacetamide (2.05 g, 15.0 mmol) is added. After 30 minutes, the mixture is poured into cold water and the solid is filtered off and washed with water. The crude material is directly recrystallized in acetone/water affording of 2-(5-chloro-3,3-difluoro-2-oxo-2,3-dihydro-1H-indol-1-yl)acetamide 12 as a pink solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07632856B2 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-93485ffa0b45467dbb63a7994fbfc8cd |
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| Source note | uspto-grants-2009_12 |
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