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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44458Generated: October 26, 2026

5-(2-Bromopyrid-5-yl)-1-azabicyclo[3.2.1]oct-3-ene → 5-[2-(-1-Triphenylmethylimidazol-4-yl)pyrid-5-yl]-1-azabicyclo[3.2.1]oct-3-ene

https://huagongshe.com/reaction/44458

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(2-Bromopyrid-5-yl)-1-azabicyclo[3.2.1]oct-3-eneHCID 10286057—
Reactant4-(Tributylstannyl)-1-tritylimidazoleHCID 11828117—
CatalystHCID 178418476HCID 178418476—
SolventChloroformHCID 6212—
SolventTetrahydrofuranHCID 8028—
SolventSodium CarbonateHCID 10340—
Product5-[2-(-1-Triphenylmethylimidazol-4-yl)pyrid-5-yl]-1-azabicyclo[3.2.1]oct-3-eneHCID 67050209—

Reaction Conditions

Temperature85 °C

Reaction Steps

0.25 g (0.94 mmol) of 5-(2-bromopyrid-5-yl)-1-azabicyclo[3.2.1]oct-3-ene (WO 03/057 697) dissolved in 3 ml of tetrahydrofuran, 1.24 g (2.07 mmol) of 1-triphenylmethyl-4-tributylstannylimidazole and 0.06 g (0.08 mmol) of bis(triphenylphosphine)dichloropalladium are successively introduced into a 10 ml three-necked round-bottomed flask. The mixture is then heated at 85° C. for 15 hours and then diluted in 10 ml of chloroform and 10 ml of saturated aqueous sodium carbonate solution.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541440B2
Source datasetuspto-grants-2013_09
ORD IDord-d9bf7d10ce614b92ba8fb816d151f51e
Source noteuspto-grants-2013_09