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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573977Generated: October 25, 2026

Water → (S)-Ethyl 2-chloro-4-(1-(5-fluoropyridin-2-yl)ethylamino)pyrimidine-5-carboxylate

https://huagongshe.com/reaction/573977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl 2,4-dichloropyrimidine-5-carboxylateHCID 104020—
Reactant(S)-1-(5-fluoropyridin-2-yl)ethanamine hydrochlorideHCID 67123789—
SolventAcetonitrileHCID 6342—
Product(S)-Ethyl 2-chloro-4-(1-(5-fluoropyridin-2-yl)ethylamino)pyrimidine-5-carboxylateHCID 123343309115.2%

Reaction Steps

A solution of ethyl 2,4-dichloropyrimidine-5-carboxylate (prepared as described in WO2009/131687, 0.29 g, 1.31 mmol), (S)-1-(5-fluoropyridin-2-yl)ethanamine hydrochloride (prepared as described in WO2006/123113, 0.28 g, 1.59 mmol) and diisopropylethylamine (0.69 mL, 3.96 mmol) in acetonitrile (3 mL) was stirred overnight at ambient temperature. Water was then added and the reaction mixture was extracted with diethyl ether. The organic phase was washed with water and brine, dried (MgSO4), filtered and the solvents evaporated under reduced pressure to yield the title compound (0.49 g, 85%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034311B2
Source datasetuspto-grants-2015_05
ORD IDord-f003129489d548f5a4f2c7df81b6bbb5
Source noteuspto-grants-2015_05