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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56458Generated: October 25, 2026

Cesium carbonate → 2,7-Dichloro-6-(3,5-dimethoxyphenyl)quinazoline

https://huagongshe.com/reaction/56458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(3,5-Dimethoxyphenyl)boronic acidHCID 4374257—
Reactant6-Bromo-2,7-dichloroquinazolineHCID 59325263—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product2,7-Dichloro-6-(3,5-dimethoxyphenyl)quinazolineHCID 11803616655.2%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 6-bromo-2,7-dichloroquinazoline (3 g, 10.8 mmol), 3,5-dimethoxyphenylboronic acid (2.2 g, 11.9 mmol), cesium carbonate (1.06 g, 32.4 mmol) and Pd(PPh3)2Cl2 (702 mg, 1.08 mmol) in THF (50 mL) and water (10 mL) was degassed with nitrogen three times, and the reaction mixture was stirred at 85° C. for 3 hours. The reaction mixture was cooled to room temperature and directly concentrated. The residue was purified by silica gel chromatography (petroleum ether:ethyl acetate=10:1˜4:1) to give the title compound (2.0 g, yield: 55%) as a yellowish solid. MS (ES+) requires: 334, 336, C16H12Cl2N2O2, found: 335, 337 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434700B2
Source datasetuspto-grants-2016_09
ORD IDord-b33af2bbe03b45bfb3e6fc220985eba3
Source noteuspto-grants-2016_09