Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3,5-Dibromoaniline | HCID 221512 | — |
| Catalyst | Cupric acetate monohydrate | HCID 165397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57813693 | HCID 57813693 | 95% |
| Product | 3,5-di(1H-pyrazol-1-yl)aniline | HCID 86685635 | — |
Reaction Steps
The mixture of 3,5-dibromoaniline (1.16 g, 4.6 mmol), pyrazole (0.47 g, 6.9 mmol), Fe(acac)3 (0.35 g, 1.0 mmol), Cu(OAc)2.H2O (0.18 g, 1.0 mmol) and cesium carbonate (3.00 g, 9.2 mmol) in 20 mL DMF was stirred at 135° C. in a sealed tube for 3 days. The mixture was diluted with EtOAc, stirred vigorously, filtered through celite, concentrated in vacuo, subjected to silica flash column to isolate 3,5-di(1H-pyrazol-1-yl)aniline and 3-bromo-5-(1H-pyrazol-1-yl)aniline (0.52 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08877760B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-ce3b4e0decf14abb8cbfd51bc55f21e1 |
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| Source note | uspto-grants-2014_11 |
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