Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 11591010 | HCID 11591010 | — |
| Product | HCID 68519081 | HCID 68519081 | 88.5% |
Reaction Steps
N-(2-{7-[2-(4-cyanophenoxy)ethyl]-9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl}ethyl)-3,5-dimethylisoxazole-4-sulfonamide (43 mg, 0.09 mmol, from example 9 above ) and Cs2CO3 (86 mg, 0.26 mmol) were suspended in acetouitrile (2 mL). Iodomethane (17 μl , 0.26 mmol) was added and the reaction mixture was stirred at room temperature overnight under a nitrogen amosphere. More iodomethane (17 μl, 0.26 mmol) was added. The reaction mixture was left to stir for a further 20 h at room temperature overnight under a nitrogen atmosphere. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The crude product was purified by chromatography on silica gel using methanol saturated with ammonia in dichloromethane as eluent, which afforded 39 mg (88%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07648985B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-48ee49f881e44d8d81ddd8a0b210073a |
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| Source note | uspto-grants-2010_01 |
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