Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 3-Cyanobenzene-1-sulfonyl chloride | HCID 2801360 | — |
| Reactant | [6-[(4-Chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]pyridin-3-yl]methylamine | HCID 23114559 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 23114606 | HCID 23114606 | 59% |
Reaction Steps
To a dichloromethane (0.5 ml) solution of the [6-[(4-chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]pyridin-3-yl]methylamine (28 mg, 0.068 mmol) obtained in Example 63 were added N-methylmorpholine (0.015 ml, 0.14 mmol) and 3-cyanobenzenesulfonyl chloride (22 mg, 0.10 mmol) sequentially at 0° C. The resulting mixture was stirred at room temperature for 6 hours. The reaction mixture was washed with 1N hydrochloric acid. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue thus obtained was subjected to flash silica gel chromatography. The fraction obtained from the hexane:ethyl acetate=7:3 eluate was concentrated under reduced pressure. The solid thus obtained was washed with hexane and collected by filtration to give the title compound (23 mg, 0.040 mmol, 59%) 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-4ea4565ea7e54fa6b228178560c72173 |
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| Source note | uspto-grants-2011_04 |
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