Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 16727055 | HCID 16727055 | — |
| Reactant | Ethylacetate heptane | HCID 21899848 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86620375 | HCID 86620375 | 61.7% |
Reaction Steps
To a mixture of 1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-5-[(2,3-dihydroxypropyl)(methyl)amino]-4-[(trifluoromethyl)sulfonyl]-1H-pyrazole-3-carbonitrile (0.20 g, 0.4 mmol) and diisopropylethylamin (0.14 g, 1.1 mmol) in THF (10 mL) phosgene-toluene solution (0.22 g, 20% COCl2, 0.4 mmol) was added. The mixture was stirred at 20-30° C. for 20 h. Extractive workup (heptane-ethyl acetate, water) and chromatography gave the title product (Compound 05-18, 0.14 g) as an oil; 1H-NMR: 2.88 (NMe), 3.35 and 3.45 (NCH2), 3.96 and 4.55 (CH2O), 4.82 (CHO), 7.87 (ArH) ppm; 19F-NMR: −63.8 (PhCF3); -78.8 ppm (SO2CF3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07834003B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-a36abcf0d6e7478ebbe8a49fbb20f09e |
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| Source note | uspto-grants-2010_11 |
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