Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 86731306 | HCID 86731306 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86731305 | HCID 86731305 | 24.7% |
Reaction Steps
A suspension of tert-butyl ((2S)-1-((4-chloro-5-((4-(cyclopropylmethoxy)-3-fluoro-5-methoxybenzoyl)amino)pyridin-2-yl)oxy)propan-2-yl)carbamate (5.87 g), potassium carbonate (3.10 g) and copper(I) iodide (213 mg) in DMF. (40 mL) was stirred at 150° C. for 1 hr, and then at 160° C. for 3 hr. The reaction mixture was subjected to silica gel chromatography (NH, ethyl acetate), and washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (1.35 g).
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-ef74287535bc4cff96d78145ca464226 |
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| Source note | uspto-grants-2015_09 |
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