Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopropanesulfonyl chloride | HCID 2760919 | — |
| Reactant | HCID 118431952 | HCID 118431952 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 118431892 | HCID 118431892 | 44.4% |
Reaction Steps
1-(2,4-Difluoro-phenyl)-5-[3-(1,2,3,6-tetrahydropyridin-4-yl)-pyridin-5-yl]-3-pentafluoroethyl-4,5-dihydro-1H-pyrazole hydrochloride (30.0 mg, 0.06 mmol) prepared in Example 167, triethylamine (42.3 uL, 0.30 mmol) and cyclopropanesulfonyl chloride (12.8 mg, 0.09 mmol) were added to dichloromethane (1.0 mL). The reaction mixture was stirred at room temperature for 1 hour, washed with distilled water, 1N hydrochloride, a saturated solution of sodium hydrogen carbonate, and brine, dried on anhydrous magnesium sulfate, and then concentrated under reduced pressure to give a yellow liquid residue. The resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=2/1) to give 15.0 mg of the titled compound as a yellow liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09376420B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-e1620cfa69e84796b224fae7e7f098af |
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| Source note | uspto-grants-2016_06 |
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