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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551004Generated: October 29, 2026

(-)-Ethyl (3-methyl-4-nitro-2-oxo-2,3-dihydro-1H-indol-3-yl)acetate → (+/-)-Ethyl (4-amino-2-oxo-2,3-dihydro-1H-indol-3-yl)acetate

https://huagongshe.com/reaction/551004

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(-)-Ethyl (3-methyl-4-nitro-2-oxo-2,3-dihydro-1H-indol-3-yl)acetateHCID 86629726—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(+/-)-Ethyl (4-amino-2-oxo-2,3-dihydro-1H-indol-3-yl)acetateHCID 86629728—

Reaction Steps

A mixture of (±)-ethyl (3-methyl-4-nitro-2-oxo-2,3-dihydro-1H-indol-3-yl)acetate from Step A (2.56 g, 9.69 mmol) and 10% Pd/C (500 mg) was stirred vigorously in MeOH (50 mL) under an atmosphere of hydrogen (ca. 1 atm). After 16 h, the mixture was filtered through a pad of Celite, washing with MeOH, and the filtrate was concentrated in vacuo to give the title compound. MS: m/z=235 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947677B2
Source datasetuspto-grants-2011_05
ORD IDord-d09f78ec449b4cf19ff67c0c411f148d
Source noteuspto-grants-2011_05