Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | 6-(2-Methoxyphenyl)pyrimidin-4-amine | HCID 49758439 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59509029 | HCID 59509029 | — |
Reaction Steps
To a solution of 6-(2-methoxy-phenyl)-pyrimidin-4-ylamine (XXIV) (0.15 g, 0.74 mmol) in THF (10 ml) was added NEt3 (0.210 ml, 1.49 mmol) under an atmosphere of nitrogen at ice bath temperature, followed by trimethyl acetyl chloride (XLV) (0.819 mmol) at the same temperature. The reaction mixture was stirred for 1 hour at 0° C., then it was brought to room temperature and stirred for another hour. After completion of the reaction, the solvent was removed under reduced pressure. The crude reaction product was taken in ethyl acetate (50 ml) and washed with water (2×20 ml). The organic layer was separated, washed with brine, dried over anhydrous sodium sulfate and concentrated to dryness at reduced pressure to give crude product which was further purified by column chromatography over silica gel (20% ethylacetate/hexane) to yield N-[6-(2-methoxy-phenyl)-pyrimidin-4-yl]-2,2-dimethyl-propionamide. Yield: 106 mg, 50%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08716296B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-c45267d414094e3abc25f9c95600f7ff |
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| Source note | uspto-grants-2014_05 |
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