Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethane, 1-chloro-2-ethoxy- | HCID 12341 | — |
| Reactant | HCID 22267251 | HCID 22267251 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22267277 | HCID 22267277 | 43% |
Reaction Steps
A solution of 2-(7-chloro-6-hydroxy-2-oxo-4-phenyl-2H-chromen-3-yl)-N-[4-chloro-2-(trifluoromethyl)phenyl]acetamide (Example 208) (0.30 g) in DMF (5 ml) was combined with 2-chloroethyl ethyl ether (0.31 ml), potassium carbonate (0.23 g) and sodium iodide (0.15 g), and stirred at 120° C. for 30 minutes. The reaction solution was combined with water and extracted with ethyl acetate. The extract was washed with a saturated brine, and then dried over magnesium sulfate, and concentrated under reduced pressure. The resultant residue was recrystallized from ethyl acetate-diisopropyl ether to obtain the title compound as a colorless crystal (151 mg, 43%). Melting point: 170-171° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06974806B2 |
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| Source dataset | uspto-grants-2005_12 |
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| ORD ID | ord-0ae6dd2a4d3248d0ac215ee393b83833 |
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| Source note | uspto-grants-2005_12 |
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