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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 133112Generated: October 31, 2026

2-(4-tert-butyl-phenyl)-8-nitro-3,4-dihydro-2H-isoquinolin-1-one → 8-amino-2-(4-tert-butyl-phenyl)-3,4-dihydro-2H-isoquinolin-1-one

https://huagongshe.com/reaction/133112

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(4-tert-butyl-phenyl)-8-nitro-3,4-dihydro-2H-isoquinolin-1-oneHCID 69159424—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product8-amino-2-(4-tert-butyl-phenyl)-3,4-dihydro-2H-isoquinolin-1-oneHCID 69159346—

Reaction Steps

A solution of the nitro compound (Step D, 100 mg, 0.31 mmol) and EtOAc (5 mL) was hydrogenated over 10% Pd/C (20 mg) at atmospheric pressure and RT. After 3 h, the mixture was filtered through Celite® and concentrated in vacuo. Purification by silica flash chromatography (0-15% EtOAc:hexane) gave the desired compound as a white solid. MS m/e 295 (M+H)+. Calc'd for C19H22N2O-294.17.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07390820B2
Source datasetuspto-grants-2008_06
ORD IDord-f1130cb546854d2aa6970e7f5f8a8462
Source noteuspto-grants-2008_06