Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253698Generated: November 2, 2026

Binap, (A+-)- → HCID 66701130, compound

https://huagongshe.com/reaction/1253698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBinap, (A+-)-HCID 634876—
Reactant4-Bromo-2-(trifluoromethyl)pyridineHCID 23436950—
Reactanttert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylateHCID 34178604—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 66701130HCID 6670113062%

Reaction Conditions

Temperature120 °C

Reaction Steps

Sodium t-Butylate (6.24 mmol, 3.0 eq.) was added to a stirred solution of tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (2.08 mmol, 1.0 eq.) and 4-bromo-2-(trifluoromethyl)pyridine (2.08 mmol, 1.0 eq.) in toluene (15 ml) and the reaction mixture was then degassed with N2. BINAP (0.12 mmol, 0.06 eq.) and Pd(OAc)2 (0.04 mmol, 0.02 eq.) were added and the reaction mixture obtained was heated at 120° C. for 12 h. The reaction mixture was filtered over Celite and the filtrate was concentrated in vacuo in order to obtain the crude product, which was purified by column chromatography (silica gel, 2% methanol in methylene chloride), in order to obtain the desired product. Yield: 62%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455475B2
Source datasetuspto-grants-2013_06
ORD IDord-8446056960224145862f0b8935a5876e
Source noteuspto-grants-2013_06