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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 852905Generated: October 30, 2026

Sodium Carbonate → 2-chloro-4-(4-methoxyphenyl)pyrimidine

https://huagongshe.com/reaction/852905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2,4-DichloropyrimidineHCID 77531—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
CatalystHCID 178418397HCID 178418397—
SolventAcetonitrileHCID 6342—
Product2-chloro-4-(4-methoxyphenyl)pyrimidineHCID 1114873998%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 4-methoxyphenylboronic acid (3.0 g, 19.7 mmol) and 2,4 dichloropyrimidine (5.9 g, 39.0 mmol) in dry acetonitrile (120 mL) was added a 0.4 M solution of Na2CO3 (120 mL) followed by Pd(PPh3)4 (400 mg, 0.35 mmol). The suspension was degassed and heated at 90° C. for 16 h, cooled down and concentrated to produce a precipitate which was collected by filtration, washed with water, dried and purified by flash chromatography on silica gel (EtOAc/CH2Cl2: 5/95) to afford the title compound 17 (4.25 g, 19.3 mmol, 97% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253204B2
Source datasetuspto-grants-2007_08
ORD IDord-74e9d625a91c42daa4f3a12c4422eab8
Source noteuspto-grants-2007_08