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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 411535Generated: October 30, 2026

Hydrochloric Acid → 4-{2-[8-(Methylamino)-3-azabicyclo[3.2.1]oct-3-yl]ethoxy}benzonitrile

https://huagongshe.com/reaction/411535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTert-butyl 3-[2-(4-cyanophenoxy)ethyl]-3-azabicyclo[3.2.1]oct-8-yl-(methyl)carbamateHCID 18540898—
SolventEthyl AcetateHCID 8857—
Product4-{2-[8-(Methylamino)-3-azabicyclo[3.2.1]oct-3-yl]ethoxy}benzonitrileHCID 1854087699%

Reaction Steps

Ethyl acetate (30 mL) saturated with gaseous HCl was added to a solution of tert-butyl 3-[2-(4-cyanophenoxy)ethyl]-3-azabicyclo[3.2.1]oct-8-yl-(methyl)carbamate (see step (ii) above; 1.1 g, 2.8 mmol) in ethyl acetate at 0° C. The resulting mixture was stirred for 4 h at rt. The solvent was removed in vacuo before MeCN (29 mL), water (1.5 mL) and K2CO3 (2.4 g) were added. The resulting mixture was stirred overnight before being filtered, washed with CHCl3 and then concentrated in vacuo to give 0.79 g (99%) of the tide compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06559162B2
Source datasetuspto-grants-2003_05
ORD IDord-11951e0aac5948cea4b7aa34376da392
Source noteuspto-grants-2003_05