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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1407969Generated: October 27, 2026

Sodium hydride → 4-(2-Nitro-5-(piperidin-1-yl)phenyl)-6-((3-(trifluoromethyl)benzyl)-oxy)pyrimidine

https://huagongshe.com/reaction/1407969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant3-(Trifluoromethyl)benzylic alcoholHCID 67681—
Reactant4-Chloro-6-(2-nitro-5-(piperidin-1-yl)phenyl)pyrimidineHCID 86705928—
SolventDimethylformamideHCID 6228—
Product4-(2-Nitro-5-(piperidin-1-yl)phenyl)-6-((3-(trifluoromethyl)benzyl)-oxy)pyrimidineHCID 66588098—

Reaction Steps

To a solution of 99 mg of 3-(trifluoromethyl)benzyl alcohol in 2 mL of DMF was added 27 mg of a 50% dispersion of sodium hydride in oil. After 15 min the solution was treated with 150 mg of intermediate 3.1b. After an additional 2 h the reaction mixture was partitioned between water and ethyl acetate. The organic extracts were washed with brine and dried (Na2SO4). The solvent was evaporated to give a yellow syrup that was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916569B2
Source datasetuspto-grants-2014_12
ORD IDord-be59c71033a84efbb44eba9408b2fd45
Source noteuspto-grants-2014_12