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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747817Generated: November 2, 2026

Benzene, 1-bromo-2-(trifluoromethyl)- → HCID 89586245, compound

https://huagongshe.com/reaction/1747817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-bromo-2-(trifluoromethyl)-HCID 9806—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 68014851HCID 68014851—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 89586245HCID 8958624511.3%

Reaction Steps

A mixture of 3-(1-phenyl-1H-pyrazol-5-yl)-1-piperidin-4-ylpyridazin-4(1H)-one (25.7 mg), 2-bromobenzotrifluoride (27 mg), Pd2(dba)3 (1.8 mg), sodium tert-butoxide (8.8 mg), X-phos (1.9 mg) and toluene (1.0 mL) was heated using a microwave reactor (Synthos3000) at 120° C. for 10 min. To the reaction mixture was added 5% sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate (the extract was separated by an organic layer-separation filter). The extract was distilled by blowing air at 60° C., and the residue was dissolved in DMSO. The solution was purified by preparative HPLC (column: Hydrosphere, solvent: 10 mM NH4HCO3/MeCN). The obtained eluate containing the title compound was concentrated by blowing air at 60° C. to give the title compound (4.2 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150588B2
Source datasetuspto-grants-2015_10
ORD IDord-254235594b844c78bf644fbcb34e60a0
Source noteuspto-grants-2015_10