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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 559007Generated: October 31, 2026

Water → ethyl 2-chloro-4-(3-fluoro-4-(1H-imidazol-1-yl)phenylamino)pyrimidine-5-carboxylate

https://huagongshe.com/reaction/559007

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl 2,4-dichloropyrimidine-5-carboxylateHCID 104020—
Reactant3-fluoro-4-(1H-imidazol-1-yl)anilineHCID 10374976—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Productethyl 2-chloro-4-(3-fluoro-4-(1H-imidazol-1-yl)phenylamino)pyrimidine-5-carboxylateHCID 5747188583.4%

Reaction Steps

To a solution of ethyl 2,4-dichloropyrimidine-5-carboxylate (280 mg, 1.27 mmol) and 3-fluoro-4-(1H-imidazol-1-yl)benzenamine (230 mg, 1.30 mmol) in CH3CN (8 mL) at room temperature, DIEA (0.442 mL, 2.54 mmol) was added. The mixture was stirred at room temperature overnight. Water and EtOAc were added. The organic phase was separated, dried over Na2SO4, concentrated in vacuo to give ethyl 2-chloro-4-(3-fluoro-4-(1H-imidazol-1-yl)phenylamino)pyrimidine-5-carboxylate as a solid (383 mg). MS 362.4 and 364.3 (M+H, Cl pattern)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063058B2
Source datasetuspto-grants-2011_11
ORD IDord-0c56c8f3600d4b9986f354c85e50e60a
Source noteuspto-grants-2011_11