Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 131716396 | HCID 131716396 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 131716400 | HCID 131716400 | 59.4% |
Reaction Steps
To a mixture of 0.9 g of dl-5-chloro-6-ethyl-4-(1-ethyl-7-hydroxyheptyl)aminopyrimidine and 0.28 g of pyridine was gradually added dropwise 0.42 g of thionyl chloride under cooling to -10° to -5° C. After dropwise addition, the mixture was heated at 60° to 70° C. for one hour and allowed to stand for cooling. The reaction mixture was neutralized with an aqueous sodium carbonate solution and 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 0.55 g of the title compound as pale yellow oily liquid. nD22.8 1.5246.
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-ace6ddccb3ec4f68a6782addd7c97b33 |
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| Source note | uspto-grants-1990_06 |
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