Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Tert-butyl 3-iodoazetidine-1-carboxylate | HCID 11000522 | — |
| Reactant | 7-Methoxy-1,2-dihydroquinolin-2-one | HCID 29942756 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68630090 | HCID 68630090 | 65% |
Reaction Steps
A mixture of 7-methoxy-2(1H)-quinolinone (commercial; 290 mg; 1.65 mmol) and tert-butyl 3-iodo-1-azetidinecarboxylate (commercial; 391 mg; 1.38 mmol) and Cs2CO3 (613 mg; 1.88 mmol) in DMF (2 mL) was heated at 80° C. for 4 h. The reaction mixture was diluted with water and extracted with EA. The combined org. layers were washed with water and brine, dried over MgSO4, concentrated under reduced pressure and purified by CC (Hept/EA 1:1), affording a pale yellow oil (271 mg, 65% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08349826B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-be9ed1c053424608bb0e15b31c0f7660 |
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| Source note | uspto-grants-2013_01 |
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