Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | HCID 21833523 | HCID 21833523 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 21833515 | HCID 21833515 | 89.5% |
Reaction Steps
To a mixture of 2-(5,6-dimethyl-2-phenyl-4-pyrimidinyloxy)-N-phenylacetamide (1.5 g) obtained in Example 189 and dimethylformamide (30 ml) is added sodium hydride (about 60% oily, 0.2 g) at 0-5° C., and the mixture is stirred at 0° C. for one hour. To the mixture is added cyclopropylmethyl bromide (0.67 g) at the same temperature, and the mixture is stirred at room temperature for two hours. To the reaction solution are added chloroform and ice-water, and the chloroform layer is collected, washed with water, and dried over anhydrous sodium sulfate. The chloroform layer is concentrated under reduced pressure, and the residue is purified by silica gel column chromatography (eluent; chloroform), and recrystallized from isopropanol to give the desired compound (1.56 g), m.p. 119-121° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05972946 |
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| Source dataset | uspto-grants-1999_10 |
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| ORD ID | ord-ed23cab0814443a4a6f36193fdbce53e |
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| Source note | uspto-grants-1999_10 |
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