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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802007Generated: October 29, 2026

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

https://huagongshe.com/reaction/1802007

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 numberUS08349860B2
Source datasetuspto-grants-2013_01
ORD IDord-500191f8f2674cbea6b78cb87768f6cf
Source noteuspto-grants-2013_01