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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2305362Generated: November 1, 2026

Tri-o-tolylphosphine → HCID 18432761, compound

https://huagongshe.com/reaction/2305362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTri-o-tolylphosphineHCID 80271—
ReactantTert-butyl 4-(piperidine-4-carbonyl)piperazine-1-carboxylateHCID 10803972—
Reactant3-Fluoro-4-IodopyridineHCID 10998636—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDiethyl EtherHCID 3283—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 18432761HCID 1843276135.6%

Reaction Steps

To a suspension of 3-fluoro-4-iodopyridine (2.23 g), 1-(tert-butoxycarbonyl)-4-(piperidin-4-ylcarbonyl) piperazine (1.49 g) and sodium t-butoxide (1.06 g) in 1,4-dioxan (20 ml) was added tris(dibenzylidene acetone)dipalladium(0) (0.09 g) and tri-o-tolylphosphine (0.12 g) and the mixture heated at reflux for 3 hours. The mixture was diluted with diethyl ether and washed with saturated aqueous sodium chloride solution. dried (Na2SO4) and evaporated. The residue was purified by chromatography on alumina (N32-63) eluting with 0.4% methanol in dichloromethane to give as a solid, 1-(tert-butoxycarbonyl)-4-[1-(3-fluoro-4-pyridyl)piperidin-4-ylcarbonyl]piperazine (0.70 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06440972B1
Source datasetuspto-grants-2002_08
ORD IDord-f7d5c3c7bd6647a3aea96ffe48a15aa7
Source noteuspto-grants-2002_08