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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454872Generated: October 30, 2026

2,4-Difluoroaniline → HCID 45280243, compound

https://huagongshe.com/reaction/454872

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DifluoroanilineHCID 9709—
Reactant2-(Dicyclohexylphosphino)biphenylHCID 2734216—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 25129833HCID 25129833—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
ProductHCID 45280243HCID 45280243—

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 6-bromo-1-(1,1,1-trifluoropropan-2-yloxy)phthalazine (0.130 g, 0.40 mmol), sodium t-butoxide (0.056 g, 0.58 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.016 g, 0.017 mmol), 2-(dicyclohexylphosphino)biphenyl (0.022 g, 0.063 mmol) and 2,4-difluoroaniline (0.060 ml, 0.60 mmol) in 1.5 mL of toluene was heated at 140° C. for 15 min in the microwave (Initiator by Biotage). The mixture was diluted with MeOH, evaporated onto silica gel and purified by flash chromatography (ISCO 12 g, eluting with 15-75% EtOAc in hexanes) to give the title compound as a light-yellow amorphous solid. MS (ESI, pos. ion) m/z: M+1=370.1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497269B2
Source datasetuspto-grants-2013_07
ORD IDord-df87284790244c6d8429c915e787f30d
Source noteuspto-grants-2013_07