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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092287Generated: October 30, 2026

Benzene, 1-bromo-3-(trifluoromethyl)- → 6-(1,6-dimethyl-3-(3-(trifluoromethyl)phenylamino)-1H-indazol-7-yl)-N-methylquinazolin-2-amine

https://huagongshe.com/reaction/2092287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-bromo-3-(trifluoromethyl)-HCID 9817—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 58942262HCID 58942262—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
Product6-(1,6-dimethyl-3-(3-(trifluoromethyl)phenylamino)-1H-indazol-7-yl)-N-methylquinazolin-2-amineHCID 24863410—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 1-bromo-3-(trifluoromethyl)benzene (19 μL, 138 μmol), tris(dibenzylideneacetone)dipalladium (0) (3.5 mg, 3.8 μmol), sodium t-butoxide (17 mg, 176 μmol), 6-(3-amino-1,6-dimethyl-1H-indazol-7-yl)-N-methylquinazolin-2-amine (40 mg, 126 μmol) and X-Phos (6.7 mg, 14 μmol) in toluene (3 mL) was purged with nitrogen and heated in a microwave reactor at 130° C. for 33 min. Solvent was removed in vacuo and the residue was purified by flash chromatography (25-50% EtOAc hexane) to give the title compound. MS (M+H)+ 463.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440674B2
Source datasetuspto-grants-2013_05
ORD IDord-33607312e7f84f1099fff2d68597b35f
Source noteuspto-grants-2013_05