Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Chloro-N,N-diethylacetamide | HCID 16844 | — |
| Reactant | tert-Butyl 4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decane-8-carboxylate | HCID 389488 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58046775 | HCID 58046775 | 88% |
Reaction Steps
To a solution of tert-butyl 4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decane-8-carboxylate (0.2 g, 0.43 mmol) and potassium carbonate (0.089 g, 0.65 mmol) in N,N-dimethylformamide (4 mL), was added 2-chloro-N,N-diethylacetamide (0.059 g, 0.43 mmol, d=1.089). After stirring at 55° C. for 18 hours, the reaction mixture was diluted with ethyl acetate (25 mL), washed with dilute citric acid, water and brine. The organic phase was dried over MgSO4, filtered and isolated by Biotage flash chromatography to obtain the title compound (0.22 g, 88%); MS for C32H42N4O6 m/z 579.10 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08691836B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-5f11e16391204d69ad7d9b619b8af24e |
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| Source note | uspto-grants-2014_04 |
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