HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250478Generated: November 3, 2026
Dimethylformamide → N-phenyl-4-methoxy-6-{3-(trifluoromethyl)phenoxy}-2-pyridine carboxamide
https://huagongshe.com/reaction/1250478
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 3-(Trifluoromethyl)phenol | HCID 7376 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,6-Dibromo-4-methoxypyridine | HCID 10901569 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | N-phenyl-4-methoxy-6-{3-(trifluoromethyl)phenoxy}-2-pyridine carboxamide | HCID 15906594 | — |
Reaction Steps
3.34 g (0.187×1.1 mol) of 3-(trifluoromethyl) phenol was dissolved in about 30 ml of dimethyl formamide (hereinafter referred to merely as “DMF”). The solution was further mixed with 0.78 g (ca. 60% in mineral oil; 0.0187×1.04 mol) of NaH and then with 5.00 g (0.0187 mol) of 2,6-dibromo-4-methoxy pyridine. After stirring at about 120° C. for about 2 hours, the resultant mixture was allowed to stand for cooling to room temperature. After the reaction solution was distributed in hexane-saturated sodium bicarbonate water, the organic phase of the obtained solution was washed with saturated brine and dried with anhydrous sodium sulfate. The resultant solution was concentrated and then purified by silica gel column chromatography (eluting solution: ethyl acetate/hexane), and the obtained eluate was subjected to recrystallization using hexane, thereby obtaining an aimed product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06339045B1 |
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| Source dataset | uspto-grants-2002_01 |
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| ORD ID | ord-e98d5922e892490e9986a215a316f0aa |
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| Source note | uspto-grants-2002_01 |
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