Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 131716396 | HCID 131716396 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131716402 | HCID 131716402 | 66.4% |
Reaction Steps
In 20 ml of anhydrous tetrahydrofuran was dissolved 0.56 g of dl-5-chloro-6-ethyl-4-(1-ethyl-7-hydroxyheptyl)aminopyrimidine, and 0.15 g of sodium hydride was added thereto. After stirring at room temperature for 30 minutes, 0.43 g of methyl iodide was added to the mixture, and the mixture was refluxed for 5 hours under stirring. After allowing to stand for cooling, an aqueous ammonium chloride solution was added to the reaction mixture and the reaction mixture was extracted with ethyl acetate The organic layer was dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure The resulting oily product was isolated through a column chromatography (Wako gel C-200, trade name, eluent; toluene:ethyl acetate=10:1) to give 0.19 g of the title compound as pale yellow oily liquid. nD23.0 1.5094.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04931455 |
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| Source dataset | uspto-grants-1990_06 |
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| ORD ID | ord-79b11df2219b4d7482d000a88255a20d |
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| Source note | uspto-grants-1990_06 |
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