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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919027Generated: November 2, 2026

tert-butyl 5-nitro-2,3-dihydro-1H-isoindole-2-carboxylate → tert-butyl 5-amino-2,3-dihydro-1H-isoindole-2-carboxylate

https://huagongshe.com/reaction/1919027

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl 5-nitro-2,3-dihydro-1H-isoindole-2-carboxylateHCID 16450129—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Producttert-butyl 5-amino-2,3-dihydro-1H-isoindole-2-carboxylateHCID 2259136199.9%

Reaction Steps

A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer was charged with tert-butyl 5-nitroisoindoline-2-carboxylate (650 mg, 2.5 mmol) and C2H5OH (50 mL). This solution was hydrogenated with Pd/C (160 mg) at room temperature for 15 h. It was then filtered and the filtrate was concentrated under reduced pressure to afford 231c as a yellow oil (585 mg, 99%), which was used in the next step without further purification. MS: [M+H]+ 179.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618107B2
Source datasetuspto-grants-2013_12
ORD IDord-c513b42e77624677bcf4b8c863d161cc
Source noteuspto-grants-2013_12