Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | HCID 23114589 | HCID 23114589 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23114545 | HCID 23114545 | 68% |
Reaction Steps
To a solution of the [6-(4-chlorophenylsulfonyl)(2,5-difluorophenyl)methylpyridin-3-yl]methyl 4-nitrophenyl carbonate (51 mg, 0.089 mmol) in dichloromethane (1 ml) were successively added N-methylmorpholine (0.020 ml, 0.18 mmol) and benzylamine (0.012 ml, 0.11 mmol) at 0° C. The resulting mixture was stirred at room temperature for 20 hours. The reaction mixture was washed with a saturated aqueous solution of ammonium chloride. 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. A fraction obtained from the elution portion with hexane:ethyl acetate=4:1 was concentrated under reduced pressure. The solid thus obtained was washed with diisopropyl ether and collected by filtration, whereby the title compound (33 mg, 0.060 mmol, 68%) was obtained as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07399775B2 |
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| Source dataset | uspto-grants-2008_07 |
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| ORD ID | ord-8580370a4feb49b69589d2bfdac0b193 |
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| Source note | uspto-grants-2008_07 |
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