Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | Salicylaldehyde oxime | HCID 7200 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-Bromodibenzofuran | HCID 190542 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178419909 | HCID 178419909 | 78% |
Reaction Steps
Under nitrogen current, a mixture containing 12.35 g (50 mmol) of bromodibenzofuran (Compound 16-1), 5.11 g (75 mmol) of pyrazole, 358 mg (2.5 mmol) of cuprous oxide (I), 1.37 g (10 mmol) of salicylaldoxime, 32.6 g (100 mmol) of cesium carbonate, and 100 ml of DMF is reacted under reflux with heating for 6 hours. DMF is distilled off from the resulting mixture by heating under reduced pressure. Ethyl acetate is added to the residue and the mixture is filtered with Celite, and a 1M sodium hydroxide aqueous solution is added to the obtained liquid. Organic layers extracted from the obtained mixture with ethyl acetate are dried with sodium sulfate. The organic layers are concentrated and refined by silica gel column chromatography to obtain 9.12 g (39 mmol) of Compound 17-1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08211551B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-70088dc7e64e46b5b9ca0cd3fc0d6742 |
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| Source note | uspto-grants-2012_07 |
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