Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1989101Generated: November 1, 2026

Sodium Carbonate → HCID 24901862, compound

https://huagongshe.com/reaction/1989101

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Chlorophenylboronic acidHCID 74299—
Reactant2,4-DichloropyrimidineHCID 77531—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 24901862HCID 2490186240.4%

Reaction Steps

A mixture of 2,4-dichloropyrimidine (3.1 g, 20 mmol), 4-chlorophenylboronic acid (3.0 g, 20 mmol), and tetrakis(triphenylphosphine)palladium (0.69 g, 0.6 mmol) in dimethoxyethane (200 mL)/sat. Na2CO3 solution (34 mL) was heated to 80° C. for 20 h. The cooled mixture was poured into ice-water and the product was extracted with ethyl acetate. The organic layer was washed with brine, dried and evaporated. The crude product was purified by chromatography on silica gel using ethyl acetate/cyclohexane (1:2, v/v) as eluent to give the title compound (1.82 g, 40%) as white solid. NMR (DMSO-d6) δ 7.67 (d, 2H, J=7 Hz), 8.19 (d, 2H, J=5 Hz), 8.23 (d, 2H, J=7 Hz), 8.86 (d, 2H, J=5 Hz) ppm; mp 290-292° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07642264B2
Source datasetuspto-grants-2010_01
ORD IDord-87b026741e844ef5a988a16f94aaeb72
Source noteuspto-grants-2010_01