Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 86703274 | HCID 86703274 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | HCID 86703290 | HCID 86703290 | 78.4% |
Reaction Steps
To a solution of 6-(1-benzenesulfonyl-6-methoxy-2-phenyl-1H-indol-3-ylmethyl)-N-methanesulfonylpyridine-2-carboxamide (632 mg) in tetrahydrofuran/methanol (7.4 mL/3.7 mL) was added cesium carbonate (1.43 g), and this mixture was stirred at 50° C. for 29 hours. Cesium carbonate (1.43 g) was added thereto, and further stirred for additional 45.5 hours. The reaction mixture was left to be cooled. To the reaction mixture was added 1 mol/L hydrochloric acid (20 mL), followed by extraction with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: methanol-dichloromethane) to obtain the title compound (375 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08815903B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-738e9ada66d5407b96ced28978b0c6b4 |
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| Source note | uspto-grants-2014_08 |
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