Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzoic acid, 4-fluoro-, ethyl ester | HCID 67976 | — |
| Reactant | 4-Bromo-1H-pyrazole-3-carbonitrile | HCID 2735623 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 25052028 | HCID 25052028 | 25.8% |
Reaction Steps
A suspension of 4-bromo-1H-pyrazole-3-carbonitrile (0.52 g), 4-fluoro-benzoic acid ethyl ester (0.56 g) and cesium carbonate (1.5 g) in N,N-dimethylformamide (10 mL) was stirred at 100° C. for 2 hours. After cooling to ambient temperature, this reaction mixture was poured into water, and this mixture was extracted with ethyl acetate. This organic layer was washed with brine, dried over anhydrous magnesium sulfate. The organic layer was through an aminopropyl silica gel, and this filtrate was concentrated under reduced pressure. This obtained residue was washed with a mixed solvent of n-hexane/diethyl ether=5/1 to give the title compound (0.25 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09023882B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-4ff6a70057af4c5fb8f9375dd9a45f0c |
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| Source note | uspto-grants-2015_05 |
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