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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402536Generated: October 31, 2026

Methanol → 6-((1S,3S)-3-Amino-cyclopentyloxy)-2H-isoquinolin-1-one

https://huagongshe.com/reaction/402536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2-(4-Methoxy-benzyl)-6-((1S,3S)-3-amino-cyclopentyloxy)-2H-isoquinolin-1-oneHCID 59224839—
SolventTrifluoroacetic acidHCID 6422—
Product6-((1S,3S)-3-Amino-cyclopentyloxy)-2H-isoquinolin-1-oneHCID 2478299050.6%

Reaction Conditions

Temperature150 °C

Reaction Steps

125 mg (0.34 mmol) of 2-(4-methoxy-benzyl)-6-((1S,3S)-3-amino-cyclopentyloxy)-2H-isoquinolin-1-one (39) were dissolved in 1 mL of TFA and heated in a microwave oven at 150° C. for 3 h. Methanol was added and the reaction mixture was evaporated. The solution was taken up in 1N HCl and extracted three times with dichloromethane. The combined dichloromethane layers were extracted with 1N HCl twice and the combined HCl layers were lyophilized. The residue was dissolved in water and lyophilized again to yield 42 mg of 6-((1S,3S)-3-amino-cyclopentyloxy)-2H-isoquinolin-1-one (43) as hydrochloride. Rt=0.86 min (Method E). Detected mass: 245.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08742116B2
Source datasetuspto-grants-2014_06
ORD IDord-b116c9eba4fe43db893bd5fa317c0e57
Source noteuspto-grants-2014_06