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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1961437Generated: November 1, 2026

Piperidine → HCID 58181278, compound

https://huagongshe.com/reaction/1961437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant5-Bromopyridine-2-carbonitrileHCID 817154—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 58181278HCID 58181278—

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 500 mg (2.73 mmol) 5-bromopicolinonitrile, 63 mg (0.07 mmol) Pd2 dba3 and 130 mg (0.27 mmol) 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl in 20 ml DME was stirred and degassed with N2 for 10 min. 1.45 g (6.83 mmol) K3PO4 and 297 μl (3.0 mmol) piperidine were added. The mixture was heated at 80° C. under N2 over night. The mixture was cooled to r.t. and filtered through a plug of SiO2 with CH2Cl2/MeOH 9:1. The filtrate was concentrated and purified by flash chromatography (SiO2, Pet. ether/EtOAc 4:1→1:1) to afford 323 mg (63%, yellow oil).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415333B2
Source datasetuspto-grants-2013_04
ORD IDord-22009cc7c9da4329ab05c405c95cd959
Source noteuspto-grants-2013_04