Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 23114733 | HCID 23114733 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 23114765 | HCID 23114765 | 70% |
Reaction Steps
To a tetrahydrofuran (5 ml) solution of 3-chloro-N-[5-chloro-4-[(4-chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]pyridin-2-yl]-N-(3-chloropropylsulfonyl)propane-1-sulfonamide (193 mg, 0.272 mmol) was added to a tetrahydrofuran solution (11.0M, 0.28 ml, 0.28 mmol) of tetrabutylammonium fluoride. The resulting mixture was stirred at room temperature for 1 hour. To the reaction mixture was added a saturated aqueous solution of ammonium chloride, followed by extraction with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure. The residue thus obtained was subjected to silica gel column chromatography. The fraction obtained from the hexane:ethyl acetate (=4:1) eluate was concentrated under reduced pressure to give the title compound (108 mg, 0.190 mmol, 70%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07932271B2 |
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| Source dataset | uspto-grants-2011_04 |
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| ORD ID | ord-ad0dd70f23c34e909bab8eafb5964116 |
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| Source note | uspto-grants-2011_04 |
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