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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 703861Generated: October 27, 2026

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

https://huagongshe.com/reaction/703861

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
Reactant2-BromopentaneHCID 7890—
ReactantDL-5 Chloro-6-ethyl-4-(alpha-ethyl-4-hydroxybenzyl)aminopyrimidine sodium saltHCID 131716264—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductDL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(sec-amyloxy)benzyl]aminopyrimidineHCID 13171626633.9%

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 numberUS04985426
Source datasetuspto-grants-1991_01
ORD IDord-163e2c8ad5764410b59fc8af025d9f72
Source noteuspto-grants-1991_01