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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233462Generated: October 30, 2026

Sodium hydride → 4-Chloro-6-{2,2,2-trifluoro-1-[2-(3-phenyl-pyrazol-1-yl)-phenyl]-ethoxy]-pyrimidin-2-ylamine

https://huagongshe.com/reaction/2233462

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Amino-4,6-dichloropyrimidineHCID 65522—
Reactant2,2,2-Trifluoro-1-[2-(3-phenyl-pyrazol-1-yl)-phenyl]-ethanolHCID 66743644—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-6-{2,2,2-trifluoro-1-[2-(3-phenyl-pyrazol-1-yl)-phenyl]-ethoxy]-pyrimidin-2-ylamineHCID 86621095112.2%

Reaction Conditions

Temperature42.5 °C

Reaction Steps

2-Amino-4,6-dichloro pyrimidine (0.041 g, 0.25 mmol), 2,2,2-trifluoro-1-[2-(3-phenyl-pyrazol-1-yl)-phenyl]-ethanol (0.070 g, 0.22 mmol), and NaH (0.012 g, 0.31 mmol) were added to anhydrous THF (7 ml) under nitrogen atmosphere. The reaction was stirred at 40-45° C. for 6 h, and then cooled to room temperature, and quenched with water (0.04 ml). The reaction mixture was concentrated to give crude 4-chloro-6-{2,2,2-trifluoro-1-[2-(3-phenyl-pyrazol-1-yl)-phenyl]-ethoxy]-pyrimidin-2-ylamine (0.110 g, >90% pure by LCMS), which was directly used in the following step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709493B2
Source datasetuspto-grants-2010_05
ORD IDord-da573368f774482a9367bf8ae1e20a30
Source noteuspto-grants-2010_05