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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555784Generated: October 31, 2026

2-Bromopyridine → HCID 18374757, compound

https://huagongshe.com/reaction/555784

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromopyridineHCID 7973—
Reactant4-Amino-1-Boc-piperidineHCID 1268291—
Reactant2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 2734217—
ReactantSodium t-butoxideHCID 23676156—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 18374757HCID 18374757—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 4-Amino-1-Boc-piperidine (2.0 g, 9.7 mmol), 2-Bromo-pyridine (1.93 mL, 19.4 mmol), NaOtBu (2.7 g, 27.1 mmol), 2-Dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (472 mg, 1.16 mmol) and Tris(dibenzylideneacetone)dipalladium Chloroforme Complex (620 mg, 0.58 mmol) in dioxane (10 mL) is heated to 90° C. After completion, the reaction mixture is quenched by H2O, DCM is added and the organic layer is washed with brine, dried over MgSO4 and evaporated in vacuo. Silica gel flash chromatography of the residue affords the title compound as a white powder; ES-MS: M+H=278.3: AtRet=4.75.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053457B2
Source datasetuspto-grants-2011_11
ORD IDord-e615b59e0a454714b5260c81ca5633dc
Source noteuspto-grants-2011_11