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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943885Generated: November 1, 2026

Water → 5-nitro-1H-pyrazolo[3,4-b]pyridine

https://huagongshe.com/reaction/1943885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyrazol-3-ylamineHCID 74561—
ReactantSodium nitromalonaldehyde hydrateHCID 71317419—
SolventAcetic AcidHCID 176—
Product5-nitro-1H-pyrazolo[3,4-b]pyridineHCID 1235277690%

Reaction Conditions

Temperature90 °C

Reaction Steps

A suspension of 1H-pyrazol-5-amine (0.804 g, 9.48 mmol) and sodium nitromalonaldehyde monohydrate (1.56 g, 9.96 mmol) in acetic acid (12 mL) was heated to 90° C. overnight. The reaction mixture was cooled to room temperature and poured into water (50 mL). The resulting solids were collected by filtration. The solids were washed with water (3×20 mL) and dried in vacuo to give 5-nitro-1H-pyrazolo[3,4-b]pyridine (1.40 g, 84%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394795B2
Source datasetuspto-grants-2013_03
ORD IDord-62f08b78ecad40d3b8aac5dff32a4378
Source noteuspto-grants-2013_03