HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → tert-Butyl 3-(6-Nitropyridin-3-yloxy)azetidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 6-Nitropyridin-3-ol | HCID 2762857 | — |
| Reactant | Tert-butyl 3-iodoazetidine-1-carboxylate | HCID 11000522 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | tert-Butyl 3-(6-Nitropyridin-3-yloxy)azetidine-1-carboxylate | HCID 58043652 | 59% |
Reaction Conditions
| Temperature | 125 °C |
|---|
Reaction Steps
A mixture of 206a (2.24 g, 7.9 mmol), 6-nitropyridin-3-ol (1.0 g, 7.2 mmol), and Cs2CO3 (2.6 g, 7.9 mmol) in DMF (8 mL) was heated at 125° C. in a sealed tube overnight. The solid was filtered and washed with ethyl acetate (2×20 mL). The combined filtrate was evaporated in vacuo and the residue was purified on reverse-phase Combiflash to afford 206b (1.25 g, 59%). MS-ESI: [M+H]+ 296.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716274B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-f0b7d480b3ad4b778bfed5251dcbe17b |
| Source note | uspto-grants-2014_05 |