Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177513Generated: October 29, 2026

Pyrrolidine → HCID 59438405, compound

https://huagongshe.com/reaction/2177513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-(Dicyclohexylphosphino)biphenylHCID 2734216—
ReactantMethyl 2-bromo-4-(trifluoromethyl)benzoateHCID 46311084—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductHCID 59438405HCID 5943840530.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To 30 mg (0.0318 mmol) Pd2 dba3, 37.9 mg (0.106 mmol) 2-(dicyclohexyl-phosphino)biphenyl and 315 mg (1.484 mmol) potassium phosphate tribasic under argon at room temperature, was added a solution of 105.2 ul (1.272 mmol) pyrrolidine in 5.5 ml toluene dry, followed by 300 mg (1.06 mmol) 2-bromo-4-trifluoromethyl-benzoic acid methyl ester (CAS: 328-89-2). The reaction mixture was heated at 80° C. overnight. The mixture was cooled to room temperature and diluted with dichloromethane. The suspension was filtered. The filtrate was concentrated in vacuo. The residue was purified on silica (Eluent: heptane/ethyl acetate 0 to 10%) to provide 88 mg (30.4%) of the title compound as an orange oil. MS (m/e): 274.3 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067911B2
Source datasetuspto-grants-2015_06
ORD IDord-16cc00e23cd04fc2989771c569c9664d
Source noteuspto-grants-2015_06