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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 860080Generated: October 30, 2026

1-Butanol → 4-Chloro-N-ethylpyrimidin-2-amine

https://huagongshe.com/reaction/860080

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
ReactantTriethylamineHCID 8471—
ReactantEthylamine hydrochlorideHCID 11198—
Reactant2,4-DichloropyrimidineHCID 77531—
SolventWaterHCID 962—
SolventEthyl acetate hexaneHCID 21226206—
Product4-Chloro-N-ethylpyrimidin-2-amineHCID 23435517—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2,4-dichloropyrimidine 21-1 (7.0 g, 47 mmol), ethylamine hydrochloride (5.75 g, 70.5 mmol), triethylamine (19.6 mL, 141 mmol) and n-butanol (150 mL) was heated at 90° C. for 6 hours. The solution was cooled, poured into water and extracted with EtOAc (2×). After washing with water then brine, the organic layer was dried (MgSO4) and concentrated to give an oil. Column chromatography (hexane:EtOAc 2:1 then 1:1) afforded the title compound 21-2 as the minor compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07153862B2
Source datasetuspto-grants-2006_12
ORD IDord-e7aa64490c6b4c28aed793c00a50aae1
Source noteuspto-grants-2006_12