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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1631107Generated: October 30, 2026

Water → 6-[2-Amino-4-(isoindoline-2-carbonyl)quinazolin-6-yl]-1,3-benzodioxole-5-carbaldehyde

https://huagongshe.com/reaction/1631107

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1,3-Benzodioxole-5-carboxaldehyde, 6-bromo-HCID 95062—
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—
Product6-[2-Amino-4-(isoindoline-2-carbonyl)quinazolin-6-yl]-1,3-benzodioxole-5-carbaldehydeHCID 87174109—

Reaction Conditions

Temperature120 °C

Reaction Steps

280 mg of 6-bromo-1,3-benzodioxole-5-carbaldehyde, 331 mg of potassium carbonate, 22 μl of water and 49 mg of [1,1′-bis(diphenylphosphino)ferrocene]-palladium(II) dichloride are added to a solution of 500 mg 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 50 ml of ethanol under argon. The mixture is heated at 120° C. for 4 h; the hot mixture is filtered through kieselguhr, and the filtrate is evaporated. The residue obtained was triturated with 2 ml of acetonitrile, and the precipitate formed was filtered off with suction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791129B2
Source datasetuspto-grants-2014_07
ORD IDord-586e1854e4b14244ac44f173912e7f4a
Source noteuspto-grants-2014_07