HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → DL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(sec-amyloxy)benzyl]aminopyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Bromopentane | HCID 7890 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | DL-5 Chloro-6-ethyl-4-(alphaethyl-4-hydroxybenzylamino)pyrimidine | HCID 131716268 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | DL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(sec-amyloxy)benzyl]aminopyrimidine | HCID 131716266 | 32.7% |
Reaction Steps
To a solution of 1.1 g of dl-5-chloro-6-ethyl-4-(α-ethyl-4-hydroxybenzyl)aminopyrimidine.sodium salt dissolved in 30 ml of N,N-dimethylformamide was added 0.6 g of 2-bromopentane, and the mixture was stirred at 90° to 100° C. for 8 hours. After completion of the reaction, the reaction mixture was poured into water and separated oily product was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous sodium sulfate and 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 0.4 g of the desired product as pale yellow liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04895849 |
| Source dataset | uspto-grants-1990_01 |
| ORD ID | ord-ef61755fe23349e799366bd7cd7d9630 |
| Source note | uspto-grants-1990_01 |