Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Tert-butyl 3-iodoazetidine-1-carboxylate | HCID 11000522 | — |
| Reactant | HCID 178429609 | HCID 178429609 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 70873766 | HCID 70873766 | 46.1% |
Reaction Steps
To stirred solution of 5-hydroxy-2-methyl-3-nitrobenzoate (1.5 g, 7.1 mmol) in ACN (15 mL) were added cesium carbonate (4.64 g, 14.2 mmol) and tert-butyl 3-iodoazetidine-1-carboxylate (3.0 g, 11 mmol). The resulting mixture was heated at 80° C. overnight. On completion, the reaction mixture was diluted with water and extraction was carried out using ethyl acetate. The combined organic layers were washed with water, dried and concentrated under reduced pressure. The crude material was purified by column chromatography to afford the title compound (1.2 g, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09376422B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-13f3439ee73748e68db936c07ec05875 |
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| Source note | uspto-grants-2016_06 |
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