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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748320Generated: October 30, 2026

Acetic Acid → 1-Methyl-1H-pyrazolo[3,4-B]pyridin-5-amine

https://huagongshe.com/reaction/1748320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1-Methyl-5-nitro-1H-pyrazolo[3,4-b]pyridineHCID 13371320—
CatalystZincHCID 23994—
SolventDichloromethaneHCID 6344—
Product1-Methyl-1H-pyrazolo[3,4-B]pyridin-5-amineHCID 55285385—

Reaction Conditions

Temperature45 °C

Reaction Steps

To a solution of 1-methyl-5-nitro-1H-pyrazolo[3,4-b]pyridine (90 mg, 0.51 mmol) in CH2Cl2 (1 mL) is added zinc (200 mg, 3.06 mmol) and acetic acid (250 μL). The mixture is heated at 45° C. for 5 h. The zinc is removed by filtration and the filtrate was evaporated under reduced pressure. The residue is purified by flash column chromatography using a gradient of 0-10% methanol in CH2Cl2. 1N HCl in ether is added to the residue to afford the title compound as the hydrochloride salt (43 mg, 46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150577B2
Source datasetuspto-grants-2015_10
ORD IDord-cd6077561db042d19d0b6dbdc47afa63
Source noteuspto-grants-2015_10