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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56461Generated: October 31, 2026

Cesium carbonate → 2-Chloro-6-(3,5-dimethoxyphenyl)pyrido[2,3-d]pyrimidine

https://huagongshe.com/reaction/56461

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(3,5-Dimethoxyphenyl)boronic acidHCID 4374257—
ReactantHCID 72207341HCID 72207341—
CatalystHCID 178418851HCID 178418851—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product2-Chloro-6-(3,5-dimethoxyphenyl)pyrido[2,3-d]pyrimidineHCID 11803674347%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 6-bromo-2-chloropyrido[2,3-d]pyrimidine (800 mg, 3.3 mmol), 3,5-dimethoxyphenylboronic acid (655 mg, 3.6 mmol), bis(tri-tert-butylphosphine)palladium (83 mg, 0.16 mmol) and cesium carbonate (1.06 g, 3.3 mmol) in THF (30 mL) and water (6 mL) was degassed with nitrogen for three times and then heated at 85° C. for 0.5 hour. The mixture was cooled to room temperature and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (dichloromethane/ethyl acetate=3/1) to get the title product as a yellow solid (460 mg, 47%) as a yellow solid. MS (ES+) C15H12ClN3O2 requires: 301, 302, found: 302, 304 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434700B2
Source datasetuspto-grants-2016_09
ORD IDord-26556fabedf14c2b877808595e39c8bb
Source noteuspto-grants-2016_09