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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2116515Generated: November 1, 2026

tert-Butyl piperazine-1-carboxylate → HCID 69197380, compound

https://huagongshe.com/reaction/2116515

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 2734217—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 69195672HCID 69195672—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 69197380HCID 6919738053%

Reaction Conditions

Temperature80 °C

Reaction Steps

A stirred suspension of 8-chloro-3-[(3-chlorophenyl)methyl]quinoline (D3)(0.25 g, 0.87 mmol), 1,1-dimethylethyl 1-piperazinecarboxylate (0.228 g, 1.2 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.025 g, 0.027 mmol), 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (0.03 g, 0.076 mmol) and sodium tert-butoxide (0.118 g, 1.23 mmol) in degassed 1,4-dioxan (3.8 ml) under argon was heated at 80° C. under argon of 18 h. The cooled reaction mixture was diluted with dichloromethane (50 ml) and washed with water (50 ml), dried (MgSO4) and concentrated in vacuo to an oil. The oil was purified by chromatography over silica gel eluting with a gradient of acetone/toluene to give the title compound (D4) as an oil (0.202 g, 0.46 mmol, 53%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07439243B2
Source datasetuspto-grants-2008_10
ORD IDord-1588168f77754a039d6231bb27ecdc7f
Source noteuspto-grants-2008_10