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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 272638Generated: October 26, 2026

Triethylamine → trans-2-(5-Bromo-2-chloro-pyrimidin-4-ylamino)-cyclohexanol

https://huagongshe.com/reaction/272638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant5-Bromo-2,4-dichloropyrimidineHCID 289973—
ReactantCyclohexanol, 2-amino-, hydrochloride (1:1), (1R,2R)-HCID 12228412—
SolventAcetonitrileHCID 6342—
Producttrans-2-(5-Bromo-2-chloro-pyrimidin-4-ylamino)-cyclohexanolHCID 87694143—

Reaction Steps

An ice-cooled solution of 2.28 g (10.0 mmol) of 5-Bromo-2,4-dichloropyrimidine and 3.4 ml (24.0 mmol) of triethylamine in 10 ml of acetonitrile is mixed with 1.82 g (12.1 mmol) of trans-2-aminocyclohexanol hydrochloride. After 16 hours at room temperature the batch is filtrated and the filtrate is concentrated by evaporation. The remaining residue is purified by chromatography (hexane/ethyl acetate: 1:1). 1.61 g (5.3 mmol, corresponding to 53% of theory) of the product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07456191B2
Source datasetuspto-grants-2008_11
ORD IDord-2d6e1f60cf1947a9bcb911090491f438
Source noteuspto-grants-2008_11