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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846702Generated: October 31, 2026

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

https://huagongshe.com/reaction/1846702

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 numberUS08952027B2
Source datasetuspto-grants-2015_02
ORD IDord-81a0fb9d845441459c27648e13162650
Source noteuspto-grants-2015_02