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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549387Generated: October 30, 2026

2-tert-butyl-3-(2,2-dimethoxy-ethyl)-6-nitro-1H-indole → 2-tert-butyl-3-(2,2-dimethoxy-ethyl)-1H-indol-6-ylamine

https://huagongshe.com/reaction/549387

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-tert-butyl-3-(2,2-dimethoxy-ethyl)-6-nitro-1H-indoleHCID 57899234—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Product2-tert-butyl-3-(2,2-dimethoxy-ethyl)-1H-indol-6-ylamineHCID 5789930563%

Reaction Steps

To a solution of 2-tert-butyl-3-(2,2-dimethoxy-ethyl)-6-nitro-1H-indole (611 mg, 2 mmol) in methanol was added palladium hydroxide on carbon (100 mg). The flask was evacuated and purged with hydrogen gas three times. The reaction was stirred under hydrogen for 16 h and filtered through a pad of Celite, which was rinsed with methanol. The organic solution was combined and concentrated in vacuo and the residue was purified via flash chromatography to give the desired product (347 mg, 63% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943652B2
Source datasetuspto-grants-2011_05
ORD IDord-73ef7a239dfd48a5867ba7dd3a26f593
Source noteuspto-grants-2011_05