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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408661Generated: October 31, 2026

Bromobenzene → HCID 25116096, compound

https://huagongshe.com/reaction/408661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromobenzeneHCID 7961—
Reactant2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 2734217—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 68724556HCID 68724556—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
ProductHCID 25116096HCID 25116096—

Reaction Steps

1-(2-Methyl-6-phenoxyquinolin-4-yl)pyrrolidin-3-ylamine (0.107 g; see Example 43 below), bromobenzene (0.058 g), 2-dicyclohexylphosphino-2′-dimethylaminobiphenyl (0.023 g), tris-(dibenzylideneacetone)dipalladium (0.03 g), sodium tert-butoxide (0.044 g) and toluene (3 mL) were heated in a microwave at 150° C. for 20 minutes. The reaction mixture was diluted with water and extracted with ethyl acetate, washed with water, dried (MgSO4), filtered and evaporated to give a brown oil. The residue was purified by chromatography on silica, eluting with a mixture of dichloromethane, and methanol. Evaporation of the desired fractions gave, after trituration with ether, the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759348B2
Source datasetuspto-grants-2014_06
ORD IDord-69cab92d28284ad383fdbbc088d62dcd
Source noteuspto-grants-2014_06