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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2,3-dimethyl-5-nitro-1H-pyrrolo[2,3-b]pyridine | HCID 67156089 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-5-amine | HCID 67156058 | 100% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08338452B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-babc7a234d8f4e898c861bdcc819453c |
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| Source note | uspto-grants-2012_12 |
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