Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-(Trifluoromethylthio)phenol | HCID 2777892 | — |
| Reactant | HCID 18326208 | HCID 18326208 | — |
| Catalyst | Cupric Chloride | HCID 24014 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 18326226 | HCID 18326226 | — |
Reaction Steps
1.25 g (0.0029×2.2 mol) of 3-(trifluoromethylthio) phenol was dissolved in about 10 ml of DMF. The obtained solution was further mixed with 0.23 g (ca. 60% in mineral oil; 0.0029×2.0 mol) of NaH and then with 0.80 g (0.0029 mol) of N-(i-propyl)-6-bromo-4-methoxy-2-pyridine carboxamide. After adding 0.15 g (0.0029×0.5 mol) of copper chloride (I), the obtained solution was stirred at about 110° C. for about 6 hours, and then allowed to stand for cooling to room temperature. After the reaction solution was distributed in ethyl acetate-saturated sodium bicarbonate water, the organic phase of the solution was washed with saturated brine and dried with anhydrous sodium sulfate, followed by concentration thereof. Thereafter, the concentrated solution was purified by silica gel column chromatography (eluting solution: ethyl acetate/hexane), thereby obtaining an aimed product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06339045B1 |
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| Source dataset | uspto-grants-2002_01 |
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| ORD ID | ord-91e7c665e8a24f4199a8e48d3182d05e |
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| Source note | uspto-grants-2002_01 |
|---|