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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620837Generated: November 1, 2026

Sodium hydride → 4-Chloro-6-[2,2,2-trifluoro-1-(2-imidazol-1-yl-phenyl)-ethoxy]-pyrimidin-2-ylamine

https://huagongshe.com/reaction/1620837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Amino-4,6-dichloropyrimidineHCID 65522—
Reactant2,2,2-Trifluoro-1-(2-imidazol-1-yl-phenyl)-ethanolHCID 66742796—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-6-[2,2,2-trifluoro-1-(2-imidazol-1-yl-phenyl)-ethoxy]-pyrimidin-2-ylamineHCID 8662109099.9%

Reaction Conditions

Temperature42.5 °C

Reaction Steps

2-Amino-4,6-dichloro pyrimidine (0.107 g, 0.65 mmol), 2,2,2-trifluoro-1-(2-imidazol-1-yl-phenyl)-ethanol (0.157 g, 0.65 mmol), and NaH (0.03 g, 0.78 mmol) were added to anhydrous THF (10 ml) under nitrogen. The reaction was stirred at 40-45° C. for 6 h, and was then cooled to room temperature, and quenched with water (0.2 ml). The reaction mixture was concentrated to give crude 4-chloro-6-[2,2,2-trifluoro-1-(2-imidazol-1-yl-phenyl)-ethoxy]-pyrimidin-2-ylamine (0.24 g, >90% pure by LCMS), which was directly used in the following step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772482B2
Source datasetuspto-grants-2014_07
ORD IDord-4b29711a56984fd88e8445d7132af746
Source noteuspto-grants-2014_07