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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 519423Generated: October 26, 2026

Potassium Carbonate → 9-[3-(2,6-Diphenylpyrimidin-4-yl)phenyl]benz[4,5]-imidazo[2,1-a]isoquinoline

https://huagongshe.com/reaction/519423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(3-Bromophenyl)-4,6-diphenylpyrimidineHCID 58943181—
Reactant9-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-benzo[4,5]imidazo[2,1-a]isoquinolineHCID 71077736—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
Product9-[3-(2,6-Diphenylpyrimidin-4-yl)phenyl]benz[4,5]-imidazo[2,1-a]isoquinolineHCID 71077882—

Reaction Conditions

Temperature80 °C

Reaction Steps

16 g (43.3 mmol) of 2-(3-bromophenyl)-4,6-diphenylpyrimidine and 16.5 g (48 mmol) of 9-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benz[4,5]-imidazo[2,1-a]isoquinoline are dissolved in 80 ml of toluene and degassed. 281 ml of a degassed 2M K2CO3 and 2.5 g (2.2 mmol) of Pd(OAc)2 are added. The reaction mixture is subsequently stirred at 80° C. for 48 h under protective-gas atmosphere. Additional toluene is added to the cooled solution, which is washed a number of times with water, dried and evaporated. The product is purified by column chromatography on silica gel with toluene/heptane (1:2). Ther purity is 99.9%. Yield: 19.6 g (37 mmol) 77% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09118022B2
Source datasetuspto-grants-2015_08
ORD IDord-ee5aaafa45a44cb79d2ee50b5a832cb7
Source noteuspto-grants-2015_08