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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880274Generated: October 30, 2026

Diisopropylethylamine → Ethyl 2-chloro-4-(3-fluoro-4-(thiazol-4-yl)phenylamino)pyrimidine-5-carboxylate

https://huagongshe.com/reaction/1880274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl 2,4-dichloropyrimidine-5-carboxylateHCID 104020—
Reactant3-Fluoro-4-(thiazol-4-yl)benzenamineHCID 57471880—
SolventAcetonitrileHCID 6342—
ProductEthyl 2-chloro-4-(3-fluoro-4-(thiazol-4-yl)phenylamino)pyrimidine-5-carboxylateHCID 5747188165.8%

Reaction Steps

To a solution of ethyl 2,4-dichloropyrimidine-5-carboxylate (165 mg, 0.746 mmol) and 3-fluoro-4-(thiazol-4-yl)benzenamine (145 mg, 0.747 mmol) in CH3CN (5 mL) at room temperature, DIEA (0.260 mL, 1.49 mmol) was added. The mixture was stirred at room temperature overnight, during which time solids precipitated out. The precipitate was collected, dried on vacuum to give ethyl 2-chloro-4-(3-fluoro-4-(thiazol-4-yl)phenylamino)pyrimidine-5-carboxylate as a solid (186 mg). MS 379.3 and 381.3 (M+H, Cl pattern)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318755B2
Source datasetuspto-grants-2012_11
ORD IDord-163f269a6b814b368194774d1a4df469
Source noteuspto-grants-2012_11