Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 3-(Trifluoromethyl)phenol | HCID 7376 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,6-Dibromo-N-methyl-N-(phenylmethyl)-4-pyridinamine | HCID 18326219 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 15906598 | HCID 15906598 | — |
Reaction Steps
1.56 g (0.0080×1.2 mol) of 3-(trifluoromethyl) phenol was dissolved in about 20 ml of DMF. The solution was further mixed with 0.34 g (ca. 60% in mineral oil; 0.0080×1.06 mol) of NaH and then with 2.85 g (0.0080 mol) of 4-{methyl(phenylmethyl)amino}-2,6-dibromo pyridine. After treating the solution under reflux for about 6 hours, the obtained reaction solution 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-3fd6a957f7f24f0c847110546722eca7 |
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| Source note | uspto-grants-2002_01 |
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