Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,10-Phenanthroline | HCID 1318 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 86731325 | HCID 86731325 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86731324 | HCID 86731324 | 24.5% |
Reaction Steps
To a solution of N-(5-(benzyloxy)-3-bromopyridin-2-yl)-4-(cyclopropylmethoxy)benzamide (780 mg) in THF (10 mL) were added copper iodide (49.2 mg), 1,10-phenanthroline (93.0 mg) and cesium carbonate (1.12 g), and the mixture was stirred with heating overnight at 70° C. The reaction mixture was allowed to cool to room temperature, water was added thereto, and the mixture was extracted with ethyl acetate. The obtained organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (157 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133129B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-6015ad29f62d4c6298cac51d11603997 |
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| Source note | uspto-grants-2015_09 |
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