Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Nitroindazole | HCID 21501 | — |
| Reactant | 1-Bromo-4-phenylbutane | HCID 259668 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66776329 | HCID 66776329 | — |
| Product | HCID 66776382 | HCID 66776382 | — |
Reaction Steps
A suspension of 5-nitroindazole (1.098 g, 0.006731 mol), 1-bromo-4-phenylbutane (1.52 g, 0.00713 mol) and cesium carbonate (2.70 g, 0.00829 mol) in N,N-dimethylformamide (15 mL) was degassed with Ar for 10 min and then heated at 120° C. in a microwave for 50 min. The reaction was poured into water and extracted with methylene chloride (3×). The combined organics were washed with water and brine and then dried over MgSO4, filtered, and concentrated. The residue was purified by flash column chromatography to give the two regioisomers 5-nitro-1-(4-phenylbutyl)-1H-indazole and 5-nitro-2-(4-phenylbutyl)-2H-indazole as an inseparable mixture.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08124610B2 |
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| Source dataset | uspto-grants-2012_02 |
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| ORD ID | ord-c6054adc878449d9a9f6505470fa52ac |
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| Source note | uspto-grants-2012_02 |
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