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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 23153Generated: October 29, 2026

Methyl 6-nitro-1H-indole-2-carboxylate → Methyl 6-amino-1H-indole-2-carboxylate

https://huagongshe.com/reaction/23153

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 6-nitro-1H-indole-2-carboxylateHCID 11816863—
CatalystPalladiumHCID 23938—
SolventEthylacetate methanolHCID 21584119—
ProductMethyl 6-amino-1H-indole-2-carboxylateHCID 22060206—

Reaction Steps

To a solution of 6-Nitro-1H-indole-2-carboxylic acid methyl ester (108) 200 mg (0.91 mmole) in a mixture of methanol/ethylacetate 1:1 10% Pd/C (40 mg) was added. The flask was rinsed 3 times with hydrogen and filled with hydrogen at 30 to 35 psi. The suspension was stirred vigorously at room temperature for 30 minutes. The catalyst was filtered off, the filtrate was evaporated in vacuo to dryness. The resulted 6-amino-1H-indole-2-carboxylic acid methyl ester gave a single spot on TLC (Silica, toluene-ethylacetate 7:3, Rf:0.31) and was used for the next step without purification

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06849713B2
Source datasetuspto-grants-2005_02
ORD IDord-cdd6a8e0b30745f3a6723f492fb8731a
Source noteuspto-grants-2005_02