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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 498030Generated: October 30, 2026

3-methyl-6-nitro-1-(2-pyridinyl)-1,9-dihydro-4H-pyrazolo[3,4-b]quinolin-4-one → 6-Amino-3-methyl-1-(2-pyridinyl)-1,9-dihydro-4H-pyrazolo[3,4-b]quinolin-4-one

https://huagongshe.com/reaction/498030

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-methyl-6-nitro-1-(2-pyridinyl)-1,9-dihydro-4H-pyrazolo[3,4-b]quinolin-4-oneHCID 135848101—
CatalystHCID 178418390HCID 178418390—
SolventDimethylformamideHCID 6228—
Product6-Amino-3-methyl-1-(2-pyridinyl)-1,9-dihydro-4H-pyrazolo[3,4-b]quinolin-4-oneHCID 13584805569%

Reaction Steps

A solution of 3-methyl-6-nitro-1-(2-pyridinyl)-1,9-dihydro-4H-pyrazolo[3,4-b]quinolin-4-one (4.64 g, 14.4 mmol) and 5% palladium-carbon (4.64 g, 50% hydrate) in N,N-dimethylformamide (400 mL) was stirred at room temperature under hydrogen atmosphere for 4 hours. The reaction solution was filtered to remove the catalyst, and the filtrate was evaporated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography (chloroform:methanol=99:1 to chloroform:methanol=95:5) to give the title compound (2.86 g, 69% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949648B2
Source datasetuspto-grants-2005_09
ORD IDord-6d4f74e72db245acbf4d4cdc32d4adca
Source noteuspto-grants-2005_09