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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709728Generated: October 29, 2026

Water → HCID 131733907, compound

https://huagongshe.com/reaction/709728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl AcrylateHCID 7294—
ReactantDiisopropylethylamineHCID 81531—
Reactant4,6-Dichloro-2-methylpyrimidineHCID 234997—
CatalystTetrabutylammonium ChlorideHCID 70681—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDimethylformamideHCID 6228—
ProductHCID 131733907HCID 13173390737.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 4,6-dichloro-2-methylpyrimidine (2.45 g) and methyl acrylate (3.87 g) in DMF (20 mL) were added tris(dibenzylideneacetone)dipalladium (680 mg), N-ethyldiisopropylamine (3.90 g) and tetrabutylammonium chloride (82 mg) under a nitrogen atmosphere, and the mixture was stirred at 90° C. for 15 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.20 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-0d9d64640e004261b10fe114c4beb93e
Source noteuspto-grants-2015_11