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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689838Generated: November 3, 2026

Water → 1-(2-Chloropyrimidin-4-yl)azepane

https://huagongshe.com/reaction/1689838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAzepaneHCID 8119—
ReactantTriethylamineHCID 8471—
Reactant2,4-DichloropyrimidineHCID 77531—
SolventTetrahydrofuranHCID 8028—
Product1-(2-Chloropyrimidin-4-yl)azepaneHCID 15175748—

Reaction Steps

To a solution of 2,4-dichloropyrimidine (3.0 g) in tetrahydrofuran (50 mL) were added triethylamine (4.2 mL) and perhydroazepine (2.5 mL) with ice cooling and the mixture was stirred for 1 hour at room temperature. To the reaction mixture was added water (30 mL) and the resulting mixture was concentrated. The residue was extracted with methylene chloride three times. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:1→2:1) to give the title compound (3.03 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153625B2
Source datasetuspto-grants-2012_04
ORD IDord-57f91c5ac9b74fcc84441b2299f8844f
Source noteuspto-grants-2012_04