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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477583Generated: October 30, 2026

1-Bromo-4-fluorobenzene → HCID 117848941, compound

https://huagongshe.com/reaction/1477583

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-4-fluorobenzeneHCID 9993—
Reactant(3R)-3-Aminopiperidine, 3-BOC protectedHCID 1514172—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 117848941HCID 11784894182%

Reaction Steps

Under a nitrogen atmosphere, a toluene solution (4 mL) of tert-butyl (R)-piperidin-3-yl-carbamate (500 mg, 2.50 mmol), 4-bromo-1-fluorobenzene (0.250 mL, 2.28 mmol), 2-(di-tert-butylphosphino)biphenyl (136 mg, 0.500 mmol), tris(dibenzylideneacetone)dipalladium (0) (104 mg, 0.130 mmol), and sodium tert-butoxide (307 mg, 3.50 mmol) was stirred at 100° C. for 4 hours. After completion of the reaction, the reaction solution was concentrated under reduced pressure and purified by silica gel column chromatography (hexane/ethyl acetate=100/0→70/30 (v/v)) to obtain the title compound (550 mg, yield 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403798B2
Source datasetuspto-grants-2016_08
ORD IDord-b042304be401451db65f81fa95cc6181
Source noteuspto-grants-2016_08