Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 118431831 | HCID 118431831 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 118432089 | HCID 118432089 | 14% |
Reaction Steps
1-(2-Chloro-phenyl)-5-[2-(1,2,3,6-tetrahydropyridin-4-yl)-pyridin-6-yl]-3-pentafluoroethyl-4,5-dihydro-1H-pyrazole trifluoroacetate (20.0 mg, 0.04 mmol) prepared in Step 1, triethylamine (15.0 uL, 0.11 mmol) and methanesulfonyl chloride (4.1 uL, 0.05 mmol) were added at 0° C. to dichloromethane (0.5 mL). The reaction mixture was stirred at room temperature for 2 hours. Distilled water was added to the reaction mixture, which was then extracted with dichloromethane two times. The combined extract was washed with 1N hydrochloride, a saturated solution of sodium 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=1/2) to give 3.0 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-1aa03bdaa1d54c32b0048e7aefd7e21b |
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| Source note | uspto-grants-2016_06 |
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