Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethylacetate heptane | HCID 21899848 | — |
| Reactant | HCID 178453346 | HCID 178453346 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71279224 | HCID 71279224 | 74.3% |
Reaction Steps
A suspension of tert-butyl 2-(4-phenyl-1H-imidazol-2-yl)ethylcarbamate (1.071 g, 3.73 mmol) and potassium carbonate (1.13 g, 8.2 mmol) in DMF (10 mL) was stirred at 20° C. for 30 min. Then the reaction mixture was cooled to 0-5° C. and iodomethane (280 μl, 4.47 mmol) was added and the resulting mixture was stirred for 30 min. After removal of the ice bath the reaction mixture was stirred at 20° C. for 6 h, poured into water (10 mL) and extracted with dichloromethane (2×20 mL). The organic layers were combined, dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (using silica gel amine phase and an ethyl acetate/heptane gradient) to give the product as light yellow solid (835 mg, 2.77 mmol, 74.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08772510B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-492a91bf7b5743fdae735ac57eb751b5 |
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| Source note | uspto-grants-2014_07 |
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