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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 563996Generated: October 26, 2026

Sodium Hydroxide → 5-Nitro-7-azaindole

https://huagongshe.com/reaction/563996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant5-Nitro-3-trimethylsilanylethynyl-pyridin-2-ylamineHCID 11528789—
SolventEthanolHCID 702—
Product5-Nitro-7-azaindoleHCID 11521140—

Reaction Conditions

Temperature140 °C

Reaction Steps

To a solution of 500 mg 5-Nitro-3-trimethylsilanylethynyl-pyridin-2-ylamine in 4 ml ethanol were added 93.5 mg sodium hydroxide, and the mixture was stirred under irradiation in a microwave-oven for 30 minutes (min) at 140° C. 20 equal batches of this kind were combined and evaporated. The residue was dissolved in 100 ml conc. hydrochloric acid and stirred for 30 min at RT. It was again evaporated and the residue was refluxed with THF for 30 min. Insoluble parts were removed by filtration, the filtrate was evaporated and the residue was chromatographed on silica in ethyl acetate/heptane mixtures.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067599B2
Source datasetuspto-grants-2011_11
ORD IDord-f5751c411a774b19aac44e85a64bb210
Source noteuspto-grants-2011_11