Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-chloro-N,N-dimethylacetamide | HCID 75886 | — |
| Reactant | HCID 10163188 | HCID 10163188 | — |
| Product | HCID 10303452 | HCID 10303452 | 54% |
Reaction Steps
To a solution of 243 mg (0.5 mmol) 9-(3,5-bis-trifluoromethyl-benzoyl)-5-phenyl-1-oxa-3,9-diaza-spiro[5.5]undecan-2-one in dimethylformamide 24 mg (0.5 mmol) of a 55% sodium hydride suspension in mineral oil was added at room temperature under argon. After 15 min, 126 mg (0.8 mmol) of 2-chloro-N,N-dimethylacetamide was added. The reaction mixture was stirred at 80° C. under argon overnight. After evaporation of the solvent in vacuum water (1 ml) was added and the mixture was extracted with ethyl acetate. The organic layer was dried over (Na2SO4) and concentrated. The residue was purified by column chromatography (SiO2, Hexane/ethylacetate=1:1) to yield 154 mg (54%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06599900B2 |
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| Source dataset | uspto-grants-2003_07 |
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| ORD ID | ord-7d83177dcd17415399103f809dad5209 |
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| Source note | uspto-grants-2003_07 |
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