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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1631105Generated: November 4, 2026

Water → 2-[2-Amino-4-(isoindoline-2-carbonyl)quinazolin-6-yl]-5-fluorobenzaldehyde

https://huagongshe.com/reaction/1631105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-5-fluorobenzaldehydeHCID 2773321—
Reactant[2-Amino-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanoneHCID 58457219—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventEthanolHCID 702—
Product2-[2-Amino-4-(isoindoline-2-carbonyl)quinazolin-6-yl]-5-fluorobenzaldehydeHCID 87174102—

Reaction Conditions

Temperature120 °C

Reaction Steps

244 mg of 2-bromo-5-fluorobenzaldehyde, 1.7 g of potassium carbonate, 87 μl of water and 196 mg of [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloride are added to a solution of 2 g of [2-amino-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanone in 200 ml of ethanol under argon. The mixture is heated at 120° C. for 30 min; the hot mixture is filtered through kieselguhr, and the filtrate is evaporated. The residue obtained is triturated with 2 ml of acetonitrile, and the precipitate formed is filtered off with suction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791129B2
Source datasetuspto-grants-2014_07
ORD IDord-6e4ea7935fca48f4b1615f778f4d3e36
Source noteuspto-grants-2014_07