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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747807Generated: November 3, 2026

1-Bromo-4-fluorobenzene → HCID 89586304, compound

https://huagongshe.com/reaction/1747807

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-4-fluorobenzeneHCID 9993—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 68014851HCID 68014851—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 89586304HCID 89586304—

Reaction Conditions

Temperature120 °C

Reaction Steps

A suspension of 3-(1-phenyl-1H-pyrazol-5-yl)-1-piperidin-4-ylpyridazin-4(1H)-one (0.30 g), 1-bromo-4-fluorobenzene (0.21 mL), Pd2(dba)3 (43 mg), X-phos (45 mg) and sodium tert-butoxide (135 mg) in toluene (10 mL) was stirred at 120° C. for 5 hr under an argon atmosphere. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) and recrystallized from ethyl acetate/hexane to give the title compound (0.32 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150588B2
Source datasetuspto-grants-2015_10
ORD IDord-d2b8ab7c92a249548ad358ee1d181d41
Source noteuspto-grants-2015_10