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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330313Generated: October 25, 2026

Water → DL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(sec-amyloxy)benzyl]aminopyrimidine

https://huagongshe.com/reaction/330313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-BromopentaneHCID 7890—
ReactantSodiumHCID 5360545—
ReactantDL-5 Chloro-6-ethyl-4-(alphaethyl-4-hydroxybenzylamino)pyrimidineHCID 131716268—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductDL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(sec-amyloxy)benzyl]aminopyrimidineHCID 13171626632.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04895849
Source datasetuspto-grants-1990_01
ORD IDord-ef61755fe23349e799366bd7cd7d9630
Source noteuspto-grants-1990_01