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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1936767Generated: October 30, 2026

Tetrahydrofuran → (4-Benzyloxy-phenyl)(6-ethynylquinazolin-4-yl)-amine

https://huagongshe.com/reaction/1936767

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant(4-Benzyloxy-phenyl)-(6-(trimethylsilylethynyl)quinazolin-4-yl)-amineHCID 22609859—
Product(4-Benzyloxy-phenyl)(6-ethynylquinazolin-4-yl)-amineHCID 2260976880%

Reaction Steps

The (4-benzyloxy-phenyl)-(6-(trimethylsilylethynyl)quinazolin-4-yl)-amine (0.65 g, 1.53 mmol) was reacted with tetrabutylammonium fluoride in tetrahydrofuran (1.0M, 5.0 ml, 5.0 mmol) at room temperature for 20 min. The solvent was removed in vacuo, and the residual oil was partitioned between water (20 ml) and ethyl acetate (20 ml). After separation, the aqueous was extracted with further ethyl acetate (2×20 ml). The combined organic solutions were dried (Na2SO4) and concentrated in vacuo to give the title compound as an off-white solid (0.43 g, 1.22 mmol, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06391874B1
Source datasetuspto-grants-2002_05
ORD IDord-913c7ff1aff44b79911817916282eed8
Source noteuspto-grants-2002_05