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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56204Generated: October 30, 2026

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

https://huagongshe.com/reaction/56204

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethyl orthoacetateHCID 66221—
ReactantHCID 90022647HCID 90022647—
Product3-(3-bromo-4-(dihexylamino)phenyl)-2,6-dimethylpyrimidin-4(3H)-oneHCID 7295017333%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of (Z)-3-amino-N-(3-bromo-4-(dihexylamino)phenyl)but-2-enamide (5.10 g, 11.6 mmol) and triethyl orthoacetate (100 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 (1.74 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-19c017782fb344fc89a09566a1a58b26
Source noteuspto-grants-2016_09