Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | 1,10-Phenanthroline | HCID 1318 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 86674903 | HCID 86674903 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67990244 | HCID 67990244 | — |
Reaction Steps
A mixture of 4-(5-bromo-2,3-dihydro-furo[2,3-c]pyridin-2-yl)-piperidine-1-carboxylic acid tert-butyl ester (115 mg), imidazole (41 mg), cesium carbonate (215 mg), 1,10-phenanthroline (11 mg), and copper iodide (6 mg) in methanol (2 mL) is heated in a microwave oven to 130° C. for 45 min under an argon atmosphere. After cooling to room temperature the reaction mixture is diluted with ethyl acetate and water. The organic phase is separated, washed with brine, dried over MgSO4 and concentrated in vacuo. The residue is purified by HPLC to give the title compound. LC (method 7): tR=1.16 min; Mass spectrum (ESI+): m/z=371 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08669271B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-fcc9b2cd63544f42aa1f29f277cd8a51 |
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| Source note | uspto-grants-2014_03 |
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