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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2306719Generated: November 2, 2026

Stannane, tributyl[5-(1,3-dioxolan-2-yl)-2-furanyl]- → (1-Benzyl-1H-indazol-5-yl)-(6-(5-(1,3-dioxolan-2-yl)-furan-2-yl)-quinazolin-4-yl)-amine

https://huagongshe.com/reaction/2306719

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannane, tributyl[5-(1,3-dioxolan-2-yl)-2-furanyl]-HCID 10960952—
Reactant(1-Benzyl-1H-indazol-5-yl)-(6-bromoquinazolin-4-yl)amineHCID 21951963—
Solvent1,4-DioxaneHCID 31275—
Product(1-Benzyl-1H-indazol-5-yl)-(6-(5-(1,3-dioxolan-2-yl)-furan-2-yl)-quinazolin-4-yl)-amineHCID 21952203—

Reaction Steps

(1-Benzyl-1H-indazol-5-yl)-(6-bromoquinazolin-4-yl)-amine (4.3 g), 2-(tributylstannyl)-5-(1,3-dioxolan-2-yl)-furan (J. Chem. Soc., Chem Commun., (1988), 560) (10 g) and 1,4-bis(diphenylphosphino) palladium (II) chloride (1 g) were heated at reflux in dioxane (150 ml) for 24 hr. The solvent was removed in vacuo and the residue chromatographed on silica. Subsequent trituration gave the title compound δH [2H6]-DMSO 10.13 (1H, s), 8.85 (1H, s), 8.54 (1H, s), 8.20 (3H, m), 7.80 (3H, m), 7.30 (5H, m), 7.13 (1H, d), 6.79 (1H, d), 6.04 (1H, s), 5.71 (2H, s), 4.15 (4H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06828320B2
Source datasetuspto-grants-2004_12
ORD IDord-ba997c345f614c008575578b4b509361
Source noteuspto-grants-2004_12