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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56200Generated: October 29, 2026

Triethyl orthoacetate → 3-(3-chloro-4-(dihexylamino)phenyl)-2,6-dimethylpyrimidin-4(3H)-one

https://huagongshe.com/reaction/56200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethyl orthoacetateHCID 66221—
Reactant(Z)-3-amino-N-(3-chloro-4-(dihexylamino)phenyl)but-2-enamideHCID 90022952—
Product3-(3-chloro-4-(dihexylamino)phenyl)-2,6-dimethylpyrimidin-4(3H)-oneHCID 7295017733%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of (Z)-3-amino-N-(3-chloro-4-(dihexylamino)phenyl)but-2-enamide (3.94 g, 10 mmol) and triethyl orthoacetate (80 mL) was stirred at 150° C. overnight. The mixture was then cooled to rt and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=2:1) to give the title compound as pale yellow oil (1.36 g, 33%). The compound was characterized by the following spectroscopic data:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434695B2
Source datasetuspto-grants-2016_09
ORD IDord-2c2c2c1f8e914ab88cf1bb02af7ba1c7
Source noteuspto-grants-2016_09