Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 4-bromobutyrate | HCID 76300 | — |
| Reactant | HCID 21073087 | HCID 21073087 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 21072941 | HCID 21072941 | 49.2% |
Reaction Steps
A mixture of tert-butyl[1-[3-(2-amino-5-chlorophenoxy)phenyl]-1-methylethyl]carbamate (2.5 g, 6.62 mmols), ethyl 4-bromobutyrate (9.0 g, 46 mmols), potassium carbonate (2.7 g, 20 mmols) and N,N-dimethylformamide (20 ml) was stirred at 80° C. for 24 hours. The reaction mixture was cooled, poured into water, and extracted with ethyl acetate. The extract was washed with water, and then dried with anhydrous magnesium sulfate. This was concentrated under reduced pressure, and the residue was purified through silica gel column chromatography to give an oil of ethyl 4-[N-[2-[3-(1-tert-butoxycarbonylamino-1-methylethyl)phenoxy]-4-chlorophenyl]]aminobutyrate (1.6 g, 49%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07160887B1 |
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| Source dataset | uspto-grants-2007_01 |
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| ORD ID | ord-e952d7fb54894bb78fae390ce05c7cfd |
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| Source note | uspto-grants-2007_01 |
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