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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 703862Generated: October 31, 2026

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

https://huagongshe.com/reaction/703862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
Reactant(Chloromethyl)cyclopropaneHCID 80013—
ReactantDL-5 Chloro-6-ethyl-4-(alphaethyl-4-hydroxybenzylamino)pyrimidineHCID 131716268—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductDL-5 Chloro-6-ethyl-4-[alpha-ethyl-4-(cyclopropylmethoxy)benzyl]aminopyrimidineHCID 13171626941.9%

Reaction Steps

To a solution of 1.1 g of dl-5-chloro-6-ethyl-4-(α-ethyl-4-hydroxybenzyl)aminopyrimidine dissolved in 30 ml of N,N-dimethylformamide was added 0.4 g of cyclopropylmethyl chloride, and the mixture was stirred at 90° to 100° C. for 8 hours. After completion of the reaction, the reaction mixture was charged into water and the separated oily product was extracted with ethyl acetate. The extract was washed with water, dried with anhydrous magnesium sulfate, and then the solvent 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 0.5 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-57af93b0144a47169f51c294ab26eb2b
Source noteuspto-grants-1991_01