HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 703860Generated: October 31, 2026
Water → DL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(3-pyridyloxy)benzyl]aminopyrimidine
https://huagongshe.com/reaction/703860
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| Reactant | DL-5 Chloro-6-ethyl-4-(alpha-ethyl-4-hydroxybenzyl)aminopyrimidine sodium salt | HCID 131716264 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | DL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(3-pyridyloxy)benzyl]aminopyrimidine | HCID 131716262 | 33.6% |
Reaction Steps
To a solution of 2.2 g of dl-5-chloro-6-ethyl-4-(α-ethyl-4-hydroxybenzyl)aminopyrimidine sodium salt dissolved in 25 ml of dried pyridine were added 1.1 g of 3-bromopyridine and 1 g of cuprous chloride, and the mixture was refluxed under nitrogen atmosphere by heating and stirring for 8 hours. After completion of the reaction, the reaction product was poured into water and extracted with ethyl acetate. The extract was washed with diluted hydrochloric acid and water, dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure The oily product obtained was isolated by chromatography (Wako Gel C-200, trade name, eluted with toluene:ethyl acetate=4 : 1) to give 0.8 g of the desired product as colorless oily liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04985426 |
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| Source dataset | uspto-grants-1991_01 |
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| ORD ID | ord-df921a98d2d1437890ef22e3add5ca60 |
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| Source note | uspto-grants-1991_01 |
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