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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1960378Generated: October 25, 2026

ethyl 5-(2-methoxyethoxy)-7-nitro-1H-indole-2-carboxylate → ethyl 7-amino-5-(2-methoxyethoxy)-1H-indole-2-carboxylate

https://huagongshe.com/reaction/1960378

Reaction equation

Participants

RoleNameHCIDCharge
Reactantethyl 5-(2-methoxyethoxy)-7-nitro-1H-indole-2-carboxylateHCID 57476190—
CatalystHCID 178418390HCID 178418390—
SolventTetrahydrofuranHCID 8028—
Productethyl 7-amino-5-(2-methoxyethoxy)-1H-indole-2-carboxylateHCID 5747619299.7%

Reaction Steps

A mixture of ethyl 5-(2-methoxyethoxy)-7-nitro-1H-indole-2-carboxylate (2.30 g), 10% palladium carbon (50% containing water, 500 mg) and tetrahydrofuran (100 mL) was subjected to catalytic reduction at room temperature under hydrogen atmosphere at normal pressure. The catalyst was removed by filtration, and the filtrate was concentrated. The residue was washed with hexane to give the title compound (2.07 g, yield 99%) as pale-brown crystals. The crystals were recrystallized from ethyl acetate-hexane to give pale-brown prism crystals. melting point 162-163° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410087B2
Source datasetuspto-grants-2013_04
ORD IDord-a1861580ec9a4d25b1457b2789c2e727
Source noteuspto-grants-2013_04