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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281101Generated: November 1, 2026

Sulfoximine, S,S-dimethyl- → N-(2-benzyloxy-4-fluoro-phenyl)-7-[[dimethyl(oxo)-lambda6-sulfanylidene]amino]-5-methyl-quinazolin-4-amine

https://huagongshe.com/reaction/2281101

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfoximine, S,S-dimethyl-HCID 123119—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantSodium t-butoxideHCID 23676156—
ReactantN-(2-benzyloxy-4-fluoro-phenyl)-7-bromo-5-methyl-quinazolin-4-amineHCID 86718470—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductN-(2-benzyloxy-4-fluoro-phenyl)-7-[[dimethyl(oxo)-lambda6-sulfanylidene]amino]-5-methyl-quinazolin-4-amineHCID 86718469—

Reaction Steps

3.1 g (7 mmol) of N-(2-benzyloxy-4-fluoro-phenyl)-7-bromo-5-methyl-quinazolin-4-amine, 0.8 g (8.8 mmol) dimethylsulphoximine (IV.1), 0.4 g (1.4 mmol) 2-(di-t-butylphosphino) biphenyl, 0.5 g (0.5 mmol) Pd2dba3 and 1.0 g (10.2 mmol) sodium tert-butoxide in dioxane are heated to 80° C. for 4.5 h. After cooling to RT the reaction mixture is filtered, diluted with water and extracted with EtOAc. The organic layers are pooled, dried and evaporated. The residue is purified by FC giving rise to N-(2-benzyloxy-4-fluoro-phenyl)-7-[[dimethyl(oxo)-λ6-sulfanylidene]amino]-5-methyl-quinazolin-4-amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139577B2
Source datasetuspto-grants-2015_09
ORD IDord-0f60af2822a04e1fa1a2b5c25134b379
Source noteuspto-grants-2015_09