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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775365Generated: October 31, 2026

tert-Butyl piperazine-1-carboxylate → HCID 131734739, compound

https://huagongshe.com/reaction/1775365

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantBinap, (A+-)-HCID 634876—
ReactantSodium t-butoxideHCID 23676156—
Reactant2-Bromo-6-fluoro-4-methylpyridineHCID 29919366—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 131734739HCID 13173473961%

Reaction Conditions

Temperature80 °C

Reaction Steps

2-Bromo-6-fluoro-4-methylpyridine (380 mg, 2 mmol), tert-butyl piperazine-1-carboxylate (466 mg, 2.5 mmol), Pd2(DBA)3 (40 mg, 0.044 mmol), sodium tert-butoxide (317 mg, 3.3 mmol) and BINAP (80 mg, 0.032 mmol) were dissolved in anhydrous THF (6 ml) under argon and heated at 80° C. under microwave heating. The mixture was diluted with ethyl acetate, filtered, the filtrate was evaporated under reduced pressure. The residue was dissolved in DCM and filtered through a pad of silica. The silica was washed with a mixture of DCM and diethylether, the combined filtrates were concentrated under reduced pressure to yield 360 mg (1.22 mmol, yield 61%) MS (multi-mode) m/z=296.2 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260441B2
Source datasetuspto-grants-2016_02
ORD IDord-b8b9b54d82e24798a2deddd36105d752
Source noteuspto-grants-2016_02