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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237388Generated: October 25, 2026

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

https://huagongshe.com/reaction/237388

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 numberUS08642594B2
Source datasetuspto-grants-2014_02
ORD IDord-a29a2153f391426a8ac5ea3b61617bdf
Source noteuspto-grants-2014_02