Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850840Generated: October 26, 2026

Hydrochloric Acid → 2-({1-[1-(4-Fluorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-7-yl}oxy)ethanamine

https://huagongshe.com/reaction/1850840

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-Butyl[2-({1-[1-(4-fluorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-7-yl}oxy)ethyl]carbamateHCID 70258703—
SolventIsopropanolHCID 3776—
SolventDichloromethaneHCID 6344—
Product2-({1-[1-(4-Fluorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-7-yl}oxy)ethanamineHCID 58246324—

Reaction Steps

tert-Butyl[2-({1-[1-(4-fluorophenyl)cyclobutyl]-3,4-dihydroisoquinolin-7-yl}oxy)ethyl]carbamate (2.5 g, 5.7 mmol) was dissolved in dichloromethane (30 mL) and 5N hydrochloric acid in isopropanol (20 mL) was added. After stirring over night at room temperature the solvent was evaporated in vacuo. Water (30 mL) was added and the aqueous phase was neutralized with saturated aqueous NaHCO3 and extracted with dichloromethane. The combined organic layers were washed with brine (20 mL), dried (MgSO4) and concentrated in vacuo. The crude product (1.76 g) was used without purification for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957089B2
Source datasetuspto-grants-2015_02
ORD IDord-c6119b28c0184a7d95560651e3438834
Source noteuspto-grants-2015_02