Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Bis(2-bromoethyl) ether | HCID 21521 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | HCID 131716283 | HCID 131716283 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 131716281 | HCID 131716281 | 45.9% |
Reaction Steps
To a solution of 1.2 g of dl-5-chloro-6-ethyl-4-(α-isopropyl-4-hydroxybenzyl)aminopyrimidine.sodium salt dissolved in 30 ml of N,N-dimethylformamide was added 0.6 g of bromoethyl ether, and the mixture was stirred at 80° C. for 8 hours. After completion of the reaction, the reaction mixture was poured into water and the separated oily product was extracted with ethyl acetate. The extract was washed with water, dried with anhydrous sodium sulfate, and then ethyl acetate was distilled off under reduced pressure. The oily product obtained was isolated by column chromatography (Wako Gel C-200, trade name, eluted with toluene: ethyl acetate=7:1) to give 0.6 g of the desired product as pale yellow liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04895849 |
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| Source dataset | uspto-grants-1990_01 |
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| ORD ID | ord-4ad075dde12d4aed86fa734680d26b64 |
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| Source note | uspto-grants-1990_01 |
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