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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281104Generated: November 2, 2026

2-(Di-tert-butylphosphino)biphenyl → 5-Fluoro-2-[[5-methyl-7-[(1-oxothietan-1-ylidene)amino]quinazolin-4-yl]amino]phenol

https://huagongshe.com/reaction/2281104

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
Reactant1-Imino-1lambda6-thietan-1-oneHCID 21684570—
ReactantSodium t-butoxideHCID 23676156—
Reactant2-[(7-Bromo-5-methyl-quinazolin-4-yl)amino]-5-fluoro-phenolHCID 90122472—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
Product5-Fluoro-2-[[5-methyl-7-[(1-oxothietan-1-ylidene)amino]quinazolin-4-yl]amino]phenolHCID 117774280—

Reaction Steps

1.5 g (4.3 mmol) 2-[(7-bromo-5-methyl-quinazolin-4-yl)amino]-5-fluoro-phenol, 0.45 g (4.3 mmol) 1-iminothietane 1-oxide (IV.6), 0.26 g (0.86 mmol) 2-(di-t-butylphosphino) biphenyl, 0.3 g (0.33 mmol) Pd2dba3 and 0.61 g (6.4 mmol) sodium tert-butoxide in dioxane are heated to 80° C. for 3 h. After cooling to RT the reaction mixture is filtered and evaporated. The residue is purified by FC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139577B2
Source datasetuspto-grants-2015_09
ORD IDord-1c84f241b3364d3fa67417b099ce8b91
Source noteuspto-grants-2015_09