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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1062586Generated: October 25, 2026

Water → 6-Iodo-1-methylquinazoline-2,4(1H,3H)-dione

https://huagongshe.com/reaction/1062586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzylacetyleneHCID 575753—
ReactantHCID 22281861HCID 22281861—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
Product6-Iodo-1-methylquinazoline-2,4(1H,3H)-dioneHCID 22281870—

Reaction Conditions

Temperature70 °C

Reaction Steps

To 0.45 g (1.1 mmol) 3-(3,4-Difluoro-benzyl)-6-iodo-1-methyl-1H-quinazoline-2,4-dione and 0.56 g (4.4 mmol) di-isopropyl ethylamine in 15 ml DMF is added bis-triphenylphosphine palladium di-chloride (catalytic) followed by CuI (catalytic). 0.18 g (1.3 mmol) 3-phenyl-propyne is added and the mixture is heated to 70° C. for 6 hours. The mixture is allowed to cool to room temperature and stirred overnight. Water is added and the mixture stirred 30 minutes. Filtered and triturated solid in hot EtOAc and filtered. Purified by flash chromatography (EtOAc/hexane eluent).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06962922B2
Source datasetuspto-grants-2005_11
ORD IDord-ed1b524242324f459348d6e56b4d954e
Source noteuspto-grants-2005_11