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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233460Generated: October 30, 2026

Sodium hydride → 4-Chloro-6-{1-[2-(3,5-dimethyl-pyrazol-1-yl)-phenyl]-2,2,2-trifluoro-ethoxy]-pyrimidin-2-ylamine

https://huagongshe.com/reaction/2233460

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Amino-4,6-dichloropyrimidineHCID 65522—
Reactant1-[2-(3,5-Dimethyl-pyrazol-1-yl)-phenyl]-2,2,2-trifluoro-ethanolHCID 66742663—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-6-{1-[2-(3,5-dimethyl-pyrazol-1-yl)-phenyl]-2,2,2-trifluoro-ethoxy]-pyrimidin-2-ylamineHCID 86621094108.9%

Reaction Conditions

Temperature42.5 °C

Reaction Steps

2-Amino-4,6-dichloro pyrimidine (0.074 g, 0.45 mmol), 1-[2-(3,5-dimethyl-pyrazol-1-yl)-phenyl]-2,2,2-trifluoro-ethanol (0.120 g, 0.45 mmol), 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-{1-[2-(3,5-dimethyl-pyrazol-1-yl)-phenyl]-2,2,2-trifluoro-ethoxy]-pyrimidin-2-ylamine (0.195 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-7018ab02180f46eea5222b998956f2bb
Source noteuspto-grants-2010_05