Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389660Generated: October 31, 2026

Pyrrolidine → HCID 67155355, compound

https://huagongshe.com/reaction/389660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
ReactantBinap, (A+-)-HCID 634876—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 67155224HCID 67155224—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductHCID 67155355HCID 67155355—

Reaction Steps

Intermediate 35 (1 g, 3.02 mmol), pyrrolidine (0,257 g, 3.62 mmol), Pd2dba3 (55 mg, 0.06 mmol, 2 mol-%), BINAP (75 mg, 0.12 mmol, 4 mol-%) and NaOtBu (376 mg, 3.92 mmol) were suspended in 25 ml of dry, degassed toluene and refluxed for 2 h under argon atmosphere. After full conversion the reaction mixture was chilled and purified by extraction with 30 ml H2O and ethyl acetate. The organic layer was dried with MgSO4 and evaporated to form an oil. The product was used without further purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08378092B2
Source datasetuspto-grants-2013_02
ORD IDord-aa519435dd8645caa814edd28cddd008
Source noteuspto-grants-2013_02