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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223874Generated: November 2, 2026

1,3-Bis(diphenylphosphino)propane → HCID 23021225, compound

https://huagongshe.com/reaction/2223874

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Bis(diphenylphosphino)propaneHCID 81219—
ReactantEthyl 4-amino-1-piperidinecarboxylateHCID 100867—
Reactant2-Bromo-5-methylpyridineHCID 564216—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 23021225HCID 2302122582%

Reaction Conditions

Temperature70 °C

Reaction Steps

2-Bromo-5-methylpyridine (8.56 g), 1,3-bis(diphenylphosphino)propane (4.10 g) and sodium tert-butoxide (6.69 g) were suspended in toluene (500 mL), to which was added ethyl 4-amino-1-piperidinecarboxylate (10.28 g). Tris(dibenzylideneacetone)dipalladium (3.19 g) was added to the suspension, and it was stirred at 70° C. for 4 hours. Ethyl acetate was added to the reaction solution, and then, it was washed with saturated aqueous sodium chloride solution, and dried (MgSO4). The solvent was distilled off under reduced pressure. The resulting residue was purified by chromatography (silica gel, ethyl acetate), and then crystallized (ethyl acetate/hexane) to give the title compound (10.13 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375115B2
Source datasetuspto-grants-2008_05
ORD IDord-ab7f1150c5b7406ebf97e2134875f90b
Source noteuspto-grants-2008_05