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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846332Generated: November 2, 2026

Potassium Carbonate → 2-(4-(2-(tert-Butyldimethylsilyloxy)ethoxy)-3-methylphenyl)-3-(4-chlorophenyl)quinazolin-4(3H)-one

https://huagongshe.com/reaction/1846332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(2-Bromoethoxy)-tert-butyldimethylsilaneHCID 3608067—
Reactant3-(4-chlorophenyl)-2-(4-hydroxy-3-methylphenyl)quinazolin-4(3H)-oneHCID 136330956—
SolventDimethylformamideHCID 6228—
Product2-(4-(2-(tert-Butyldimethylsilyloxy)ethoxy)-3-methylphenyl)-3-(4-chlorophenyl)quinazolin-4(3H)-oneHCID 67459826103.6%

Reaction Steps

K2CO3 (0.131 g, 0.95 mmol) was added to a solution of 3-(4-chlorophenyl)-2-(4-hydroxy-3-methylphenyl)quinazolin-4(3H)-one (0.230 g, 0.63 mmol) in DMF (15 mL) and stirred for 30 min. (2-Bromoethoxy)(tert-butyl)dimethylsilane (0.16 mL, 0.76 mmol) was added and the reaction was heated to reflux temperature for 3 hours, and concentrated in vacuo. The residue was dissolved in EtOAc, washed with saturated NaHCO3, and then brine, dried (Na2SO4), filtered, and concentrated in vacuo, to afford 2-(4-(2-(tert-Butyldimethylsilyloxy)ethoxy)-3-methylphenyl)-3-(4-chlorophenyl)quinazolin-4(3H)-one (0.340 g, quantitative).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952021B2
Source datasetuspto-grants-2015_02
ORD IDord-801cf4297e3d44a882c630a22b58114c
Source noteuspto-grants-2015_02