Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Bromo-2-nitrobenzene | HCID 11341 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1H-Indazol-5-ol | HCID 101438 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22933709 | HCID 22933709 | 10% |
Reaction Steps
To a solution of the 1H-indazol-5-ol (300 mg, 2.24 mmol) obtained in Reference Example 4 in N,N-dimethylformamide (6 ml) were added 2-bromonitrobenzene (497 mg, 2.46 mmol) and potassium carbonate (402 mg, 2.91 mmol), and the resulting mixture was heated to 120° C. After 6 hours, the mixture was poured into water (20 ml) and extracted with ethyl acetate (20 ml×2). The organic layer was dried over anhydrous magnesium sulfate. The organic layer dried was concentrated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate) to obtain 5-(2-nitrophenoxy)-1H-indazole (57 mg, 10%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07199147B2 |
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| Source dataset | uspto-grants-2007_04 |
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| ORD ID | ord-fe3db06749eb44e7aa48418ca580d89b |
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| Source note | uspto-grants-2007_04 |
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