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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52658Generated: October 26, 2026

Water → 2,4-Diamino-5-methyl-6-(2,3-dihydro-2,2-dimethyl-3-benzofuranon-4-yl)quinazoline

https://huagongshe.com/reaction/52658

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant(2,4-Diamino-5-methylquinazolin-6-yl)boronic acidHCID 53792440—
Reactant4-Bromo-2,3-dihydro-2,2-dimethyl-3-benzofuranoneHCID 54377906—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product2,4-Diamino-5-methyl-6-(2,3-dihydro-2,2-dimethyl-3-benzofuranon-4-yl)quinazolineHCID 86749623—

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of 2.1 grams (0.010 mole) of (2,4-diamino-5-methylquinazolin-6-yl)boronic acid in 25 mL of N,N-dimethylformamide is stirred, and 2.1 grams (0.009 mole) of 4-bromo-2,3-dihydro-2,2-dimethyl-3-benzofuranone (prepared in Step C of this Example), 2.8 grams (0.020 mole) of potassium carbonate, and 0.31 gram (catalyst-3 mole %) of tetrakis(triphenylphosphine)palladium(0) are added. The reaction mixture is then warmed to 90° C., where it is stirred for about 16 hours. After this time the reaction mixture is poured into water. The resultant precipitate is collected by filtration and dried, yielding 2,4-diamino-5-methyl-6-(2,3-dihydro-2,2-dimethyl-3-benzofuranon-4-yl)quinazoline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05616718
Source datasetuspto-grants-1997_04
ORD IDord-98f5a0c783454239a97fbe0601530ace
Source noteuspto-grants-1997_04