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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1062588Generated: October 27, 2026

Water → tert-Butyl 4-{6-[3-(4-fluoro-phenyl)-prop-1-ynyl]-1-methyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-ylmethyl}-benzoate

https://huagongshe.com/reaction/1062588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Fluoro-4-prop-2-ynyl-benzeneHCID 10558668—
Reactanttert-butyl 4-(6-iodo-1-methyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-ylmethyl)-benzoateHCID 22281881—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
Producttert-Butyl 4-{6-[3-(4-fluoro-phenyl)-prop-1-ynyl]-1-methyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-ylmethyl}-benzoateHCID 10207080—

Reaction Conditions

Temperature70 °C

Reaction Steps

To 1.0 g (2.0 mmol) 3-(3,4-Difluoro-benzyl)-6-iodo-1-methyl-1H-quinazoline-2,4-dione from Example 14 Step 1 and 1.0 g (8.4 mmol) di-isopropyl ethylamine in 15 ml DMF is added bis-triphenylphosphine palladium di-chloride (catalytic) followed by CuI (catalytic). 0.44 g (3.3 mmol) 1-fluoro-4-prop-2-ynyl-benzene is added and the mixture is heated to 70° C. for 6 hrs. The mixture is allowed to cool to room temperature and stir overnight. Water is added and the mixture stirred 30 minutes. Filtered and dry under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06962922B2
Source datasetuspto-grants-2005_11
ORD IDord-34a806673baf4ee193b63817ce06dd88
Source noteuspto-grants-2005_11