Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1891011Generated: October 26, 2026

Ammonia → 4-Chloro-6-[2-(2-methoxy-ethoxy)-phenyl]-2-methyl-pyrimidine

https://huagongshe.com/reaction/1891011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant6-[2-(2-methoxy-ethoxy)-phenyl]-2-methyl-3H-pyrimidin-4-oneHCID 136127574—
Product4-Chloro-6-[2-(2-methoxy-ethoxy)-phenyl]-2-methyl-pyrimidineHCID 5855051987%

Reaction Conditions

Temperature5 °C

Reaction Steps

A stirred suspension of 6-[2-(2-methoxy-ethoxy)-phenyl]-2-methyl-3H-pyrimidin-4-one (0.17 g, 0.66 mmol) in POCl3 (2 mL) was heated at reflux for 1 h. The reaction mixture was cooled to about 5° C. and poured cautiously into 10 ml ice-water, ammonia (10 mL) was added and extracted with ethyl acetate (2×10 mL), organic layers were combined, washed with water (5 mL) then dried over anhydrous sodium sulfate and concentrated. The residue was purified by column chromatography on silica gel (eluent CHCl3-EtOAc, 10:1), yielding 0.16 g (87%) 4-chloro-6-[2-(2-methoxy-ethoxy)-phenyl]-2-methyl-pyrimidine as colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507498B2
Source datasetuspto-grants-2013_08
ORD IDord-45efdde72e244b72b9c55f8ff043cd37
Source noteuspto-grants-2013_08