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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2088112Generated: November 1, 2026

Sodium Azide → (1R*,2R*,5R*)-8-(4-Azidobut-2-ynyl)-2-{[3,5-bis(trifluoromethyl)phenyl]-methoxy}-1-phenyl-8-azabicyclo[3.2.1]octane

https://huagongshe.com/reaction/2088112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant(1R*,2R*,5R*)-2-{[3,5-Bis(trifluoromethyl)phenyl]methoxy}-8-(4-chlorobut-2-ynyl)-1-phenyl-8-azabicyclo[3.2.1]octaneHCID 86586646—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product(1R*,2R*,5R*)-8-(4-Azidobut-2-ynyl)-2-{[3,5-bis(trifluoromethyl)phenyl]-methoxy}-1-phenyl-8-azabicyclo[3.2.1]octaneHCID 86586648—

Reaction Steps

(1R*,2R*,5R*)-2-{[3,5-Bis(trifluoromethyl)phenyl]methoxy}-8-(4-chlorobut-2-ynyl)-1-phenyl-8-azabicyclo[3.2.1]octane (Description 26; 254 mg, 0.49 mmol) and sodium azide (35 mg, 0.54 mmol) were stirred in dimethylformamide (3 ml) at room temperature overnight. The reaction mixture was diluted with water and the product extracted with ethyl acetate (×3), dried (MgSO4) and concentrated in vacuo to give the title compound as an orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06727249B2
Source datasetuspto-grants-2004_04
ORD IDord-e8e1af85e0364b6791dcd0d9aedc7161
Source noteuspto-grants-2004_04