Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butyl iodide | HCID 10962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 22346771 | HCID 22346771 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 57762530 | HCID 57762530 | — |
Reaction Steps
Under an argon atmosphere, N-(4-bromophenyl)pyrimidin-2-amine (160 mg) was added to a suspension of sodium hydride (33 mg) in anhydrous DMF (3 ml), and the resulting mixture was stirred at room temperature for 30 minutes. The reaction solution was cooled to 0° C. and n-butyl iodide (0.080 ml) was added thereto, followed by stirring the resulting mixture at room temperature for 1 hour. Saturated brine was added to the reaction solution and the resulting mixture was extracted 3 times with ethyl acetate. Organic layers were washed 3 times with water and once with saturated brine, and dried over anhydrous sodium sulfate. After removing anhydrous sodium sulfate by filtration, the filtrate was concentrated. The residue was purified by column chromatography (silica gel, eluent: ethyl acetate/hexane=1/10) to obtain N-(4-bromophenyl)-N-butylpyrimidin-2-amine (194 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07566724B2 |
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| Source dataset | uspto-grants-2009_07 |
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| ORD ID | ord-72167df769e1415ca55db36166518c88 |
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| Source note | uspto-grants-2009_07 |
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