Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methylphenylhydrazine monohydrochloride | HCID 12504 | — |
| Reactant | 4-Amino-4-ethoxy-1,1,1-trifluorobut-3-en-2-one | HCID 15111754 | — |
| Product | HCID 50896499 | HCID 50896499 | 62% |
Reaction Steps
According to the procedure described in Example 161A Step 3, (E)-4-amino-4-ethoxy-1,1,1-trifluorobut-3-en-2-one (2.747 g, 15 mmol), p-tolylhydrazine hydrochloride (2.379 g, 15 mmol) and triethylamine (2.03 g, 20 mmol) were heated at 95° C. for 8 hours. The crude product was purified by silica gel chromatography with 5-25% EtOAc/hexane as eluants to afford 1-p-tolyl-3-(trifluoromethyl)-1H-pyrazol-5-amine as solid (2.237 g, 62%). 1H NMR (300 MHz, CDCl3) δ 7.42 (d, 2H), 7.30 (d, 2H), 5.84 (s, 1H), 3.88 (br, 2H), 2.41 (s, 3H); LC-MS (ESI) m/z 242 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09320739B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-c33dc2f72fda4dacb816afb13305f18a |
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| Source note | uspto-grants-2016_04 |
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