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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533473Generated: October 25, 2026

4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl ester → Ethyl 2-(methylthio)-4-(1-phenylcyclopropylamino)pyrimidine-5-carboxylate

https://huagongshe.com/reaction/533473

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl esterHCID 80008—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Phenyl-cyclopropylamineHCID 194549—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductEthyl 2-(methylthio)-4-(1-phenylcyclopropylamino)pyrimidine-5-carboxylateHCID 58098733104.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate (550 mg, 2.36 mmol) and 1-phenylcyclopropanamine (420 mg, 3.16 mmol) in CH3CN (6 mL) at room temperature was added DIEA (0.5 mL, 2.60 mmol). The mixture was stirred at room temperature for 3 h and 50° C. for 3 h. The mixture was diluted with EtOAc, washed with 1N HCl, Sat. NaHCO3, brine, dried and concentrated to give ethyl 2-(methylthio)-4-(1-phenylcyclopropylamino)pyrimidine-5-carboxylate (810 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853230B2
Source datasetuspto-grants-2014_10
ORD IDord-1f5f0e7ef35740929a7bdd0dedca2103
Source noteuspto-grants-2014_10