Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 18466631 | HCID 18466631 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18466613 | HCID 18466613 | 28.7% |
Reaction Steps
To a solution of 2-chloro-N-{2-(ethylamino)-6-(trifluoromethyl)-3-pyridinyl}-5-bromo-3-pyridinecarboxamide (766 mg, 1.8 mmol) in DMF (18 mL) was added NaH (137 mg, 5.4 mmol). The reaction was stirred at 80° C. After 1 h the reaction was allowed to cool to room temperature, and then was poured in water (20 mL). The resulting mixture was extracted with EtOAc (3×). The combined organic layer was successively washed with water and brine, dried (MgSO4), filtered and concentrated under reduced pressure. The residue was purified by flash chromatography (hexane:EtOAc, 7:3) to give the desired compound (200 mg, 28% yield) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06420359B1 |
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| Source dataset | uspto-grants-2002_07 |
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| ORD ID | ord-b33287776ff8462ca284ad51b091f16c |
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| Source note | uspto-grants-2002_07 |
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