Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Hydroxy-5-trifluoromethylbenzaldehyde | HCID 15500988 | — |
| Reactant | HCID 64950694 | HCID 64950694 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86680834 | HCID 86680834 | 54% |
Reaction Steps
A mixture of 1.59 g of 2-hydroxy-5-(trifluoromethyl)benzaldehyde, 1.22 g of 4-(chloromethyl)-3-fluoropyridine, 3.48 g of potassium carbonate and 7 ml of DMF was stirred at 80° C. for 1 hour and subsequently at 150° C. for 2 hours. The reaction mixture was cooled to room temperature. Water was added to the reaction mixture, and the mixture was extracted twice with ethyl acetate. The organic layers were combined and washed with water and saturated brine and dried over magnesium sulfate, then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 1.27 g of 3-fluoro-4-[5-(trifluoromethyl)benzofuran-2-yl]-pyridine (hereinafter, referred to as “Present Active Compound 8”).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08796306B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-f9ef6d8653134c019b7b1e9edbfc02a7 |
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| Source note | uspto-grants-2014_08 |
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