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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253687Generated: November 2, 2026

2-Bromopyridine → HCID 66700973, compound

https://huagongshe.com/reaction/1253687

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromopyridineHCID 7973—
ReactantBinap, (A+-)-HCID 634876—
Reactanttert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylateHCID 34178604—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 66700973HCID 6670097369%

Reaction Conditions

Temperature120 °C

Reaction Steps

Sodium t-butylate (5.4 mmol, 3.0 eq.) was added to a stirred mixture of tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (1.8 mmol, 1.0 eq.) and 2-bromopyridine (1.8 mmol, 1.0 eq.) in toluene (30 ml) and the reaction mixture was degassed with N2 for 15-20 min. BINAP (0.108 mmol, 0.06 eq.) and Pd(OAc)2 (0.036 mmol, 0.02 eq.) were added and the reaction mixture obtained is 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, 30% ethyl acetate in hexane). Yield: 69%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455475B2
Source datasetuspto-grants-2013_06
ORD IDord-db75af8762634b789f7e7cd36f85876a
Source noteuspto-grants-2013_06