Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(3,5-Bis(trifluoromethyl)-1H-pyrazol-1-yl)aniline | HCID 2740668 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54030285 | HCID 54030285 | 24% |
Reaction Steps
A mixture of 1-(4′-aminophenyl)-3,5-bis(trifluoromethyl)pyrazole (0.15 g, 0.58 mmol), ethyl iodide (0.10 mL, 1.26 mmol), and Hunig's base (0.20 mL, 1.14 mmol) in N,N-dimethylformamide (10 mL) was heated to 50° C. under argon with stirring. After 24 hours the mixture was diluted with water, and extracted with ethyl acetate. The organic phase was washed with water (4×25 mL), brine, dried (magnesium sulfate) and concentrated. The residue was purified by flash chromatography (ethyl acetate/hexanes) followed by recrystallization from ethanol/water to give the above-named compound (0.045 g) as yellow crystals. mp 54° C. NMR (CDCl3, 400 MHz): δ 7.26 (d, 2H), 7.02 (s, 1H), 6.64 (d, 2H), 3.93 (br s, 1H), 3.22 (q, 2H), 1.31 (t, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06506747B1 |
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| Source dataset | uspto-grants-2003_01 |
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| ORD ID | ord-ec5264bfbc9649ffa642d5676b51c1f5 |
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| Source note | uspto-grants-2003_01 |
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