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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161742Generated: October 25, 2026

Dichloromethane → 2-Amino-4-chloro-6-(2,4-dimethyl-phenyl)-pyrimidine-5-carbaldehyde

https://huagongshe.com/reaction/1161742

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Amino-4,6-dichloropyrimidine-5-carboxaldehydeHCID 265546—
Reactant(2,4-Dimethylphenyl)boronic acidHCID 4198739—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
Solvent1,4-DioxaneHCID 31275—
Product2-Amino-4-chloro-6-(2,4-dimethyl-phenyl)-pyrimidine-5-carbaldehydeHCID 59519201—

Reaction Conditions

Temperature100 °C

Reaction Steps

Aqueous potassium phosphate was added to a suspension of 2,4-dimethylbenzene boronic acid and 2-amino-4,6-dichloro-5-pyrimidinecarbaldehyde (3 eq) in 1,4-dioxan, under a nitrogen atmosphere. Dichloro bis(triphenylphosphine)palladium (II) (cat.) was added and the mixture heated, ˜100° C., for ˜90 mins. The resulting mixture was allowed to cool and dichloromethane added, the mixture was washed with water and saturated aqueous sodium chloride solution. The solution was dried over anhydrous sodium sulphate and concentrated to a pale yellow solid. The crude solid was purified by column chromatography on silica eluting with mixtures of diethyl ether and hexane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820658B2
Source datasetuspto-grants-2010_10
ORD IDord-1aba6cba1ff84ed6acbe5aea29125518
Source noteuspto-grants-2010_10