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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 243534Generated: October 25, 2026

3,5-Dimethyl-4-hydroxybenzonitrile → 4-[(2,6-Dichloropyrimidin-4-yl)oxy]-3,5-dimethylbenzonitrile

https://huagongshe.com/reaction/243534

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-Dimethyl-4-hydroxybenzonitrileHCID 20176—
Reactant2,4,6-TrichloropyrimidineHCID 77378—
ReactantEtravirineHCID 193962—
Product4-[(2,6-Dichloropyrimidin-4-yl)oxy]-3,5-dimethylbenzonitrileHCID 49757563—

Reaction Steps

WO 2010150279 describes a process for the formation of Etravirine, comprising condensation of 2,4,6-trichloropyrimidine with 3,5-dimethyl-4-hydroxybenzonitrile to give 4-[(2,6-dichloro)-4-pyrimidinyloxy]-3,5-dimethyl benzonitrile, which is condensed with 4-aminobenzonitrile. Aminolysis of the resulting compound followed by halogenation gives Etravirine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653266B2
Source datasetuspto-grants-2014_02
ORD IDord-ae122e317d6c493fbe51d722b0d90d3e
Source noteuspto-grants-2014_02