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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233458Generated: October 30, 2026

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

https://huagongshe.com/reaction/2233458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Amino-4,6-dichloropyrimidineHCID 65522—
Reactant2,2,2-Trifluoro-1-[2-(3-trifluoro methyl-pyrazol-1-yl)-phenyl]-ethanolHCID 86621092—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-6-[2,2,2-trifluoro-1-[2-(3-trifluoromethyl-pyrazol-1-yl)phenyl]-ethoxy]-pyrimidine-2-ylamineHCID 86621093106.6%

Reaction Conditions

Temperature42.5 °C

Reaction Steps

2-Amino-4,6-dichloro pyrimidine (0.074 g, 0.45 mmol), 2,2,2-trifluoro-1-[2-(3-trifluoro methyl-pyrazol-1-yl)-phenyl]-ethanol (0.140 g, 0.45 mmol), and NaH (0.022 g, 0.59 mmol) were added to anhydrous THF (10 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 (0.2 ml). The reaction mixture was concentrated to give crude 4-chloro-6-[2,2,2-trifluoro-1-[2-(3-trifluoromethyl-pyrazol-1-yl)phenyl]-ethoxy]-pyrimidine-2-ylamine (0.21 g, >90% pure by LCMS), which was directly used in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709493B2
Source datasetuspto-grants-2010_05
ORD IDord-b9ffd8f319fe4846b4292134cec4d480
Source noteuspto-grants-2010_05