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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1893889Generated: October 31, 2026

Ethylamine → Ethyl 4-(ethylamino)-6-methyl-2-(methylthio)pyrimidine-5-carboxylate

https://huagongshe.com/reaction/1893889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylamineHCID 6341—
ReactantTriethylamineHCID 8471—
ReactantEthyl 4-chloro-6-methyl-2-(methylsulfanyl)pyrimidine-5-carboxylateHCID 22225416—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 4-(ethylamino)-6-methyl-2-(methylthio)pyrimidine-5-carboxylateHCID 5760696486.2%

Reaction Steps

To a solution of ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate (65 g) in THF (1000 mL) and triethylamine (110 mL, 0.81 mole) was added ethylamine (2.0 M in THF, 0.81 mole) at 0° C. This reaction mixture was stirred at room temperature overnight and then solvents were removed on a rotary evaporator. H2O was added and the mixture extracted with ethyl acetate several times. Solvents from the combined organic layers were removed on a rotary evaporator affording 58 g (86% yield) of ethyl 4-(ethylamino)-6-methyl-2-(methylthio)pyrimidine-5-carboxylate. This material was used as such without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513266B2
Source datasetuspto-grants-2013_08
ORD IDord-5512adfad8d548e7a79676ee87192e65
Source noteuspto-grants-2013_08