Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196719Generated: November 1, 2026

Ethanol → 2,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-5-amine

https://huagongshe.com/reaction/2196719

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantAmmonium ChlorideHCID 25517—
Reactant2,3-dimethyl-5-nitro-1H-pyrrolo[2,3-b]pyridineHCID 67156089—
CatalystIronHCID 23925—
SolventWaterHCID 962—
Product2,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-5-amineHCID 67156058100%

Reaction Conditions

Temperature110 °C

Reaction Steps

2,3-Dimethyl-5-nitro-1H-pyrrolo[2,3-b]pyridine (0.11 g, 0.596 mmol), iron (0.40 g, 7.16 mmol) and ammonium chloride (0.13 g, 2.39 mmol) were combined with ethanol (2.8 mL) and water (0.65 mL) in a microwave vessel and heated in a microwave reactor to 110° C. for 15 minutes. The reaction mixture was filtered, saturated aqueous sodium bicarbonate was added, and the layers were separated. The aqueous layer was extracted once with ethyl acetate. The organic layers were dried with sodium sulfate, filtered and concentrated in vacuo to afford 2,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-5-amine (0.096 g, 100%), which was carried to the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338452B2
Source datasetuspto-grants-2012_12
ORD IDord-babc7a234d8f4e898c861bdcc819453c
Source noteuspto-grants-2012_12