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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1661532Generated: October 30, 2026

Pyrrolidine → HCID 11591451, compound

https://huagongshe.com/reaction/1661532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
ReactantBinap, (A+-)-HCID 634876—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 57545194HCID 57545194—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 11591451HCID 11591451—

Reaction Steps

51.1 mg (0.10 mmol) of (1R*,3S*,3aR*,8bS*)-3a-(4-bromophenyl)-6,8-diethoxy-3-phenyl-2,3,3a,8b-tetrahydrocyclopenta[b]benzofuran-1,8b-(1H)-diol (Example 8A), 4.7 mg (0.07 mmol) of pyrrolidine, 7.1 mg (0.07 mmol) of sodium tert-butoxide, 1.2 mg (0.001 mmol) of tris(dibenzylideneacetone)dipalladium(0) and 1.7 mg (0.003 mmol) of rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl are heated in 0.6 ml of toluene at 80° C. under argon overnight. The mixture is then concentrated, taken up in DMSO and filtered, and the filtrate is purified by preparative HPLC. 14.5 mg (43% of theory) of the product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030347B2
Source datasetuspto-grants-2011_10
ORD IDord-35fb74daefa544dbbeb4fc3e86952d52
Source noteuspto-grants-2011_10