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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774951Generated: November 4, 2026

Sodium Nitrite → 5-(pyridin-3-yl)-1H-pyrazolo[3,4-c]pyridine

https://huagongshe.com/reaction/1774951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium NitriteHCID 23668193—
Reactant4-Methyl-6-(pyridin-3-yl)pyridin-3-amineHCID 46315256—
SolventAcetic AcidHCID 176—
Product5-(pyridin-3-yl)-1H-pyrazolo[3,4-c]pyridineHCID 8667668050%

Reaction Steps

To a solution of 4-methyl-2,3′-bipyridin-5-amine (185 g, 1 mol) in AcOH (27 L) was added aq. NaNO2 solution (82 g, 1.2 mol, 100 mL). The mixture was stirred for 16 h at room temperature. After reaction, the solvent was removed and the residue was purified by silica-gel column chromatography (mobile phase: EA:PE=1:1) to give 5-(pyridin-3-yl)-1H-pyrazolo[3,4-c]pyridine as a yellow solid (98 g, 50%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260425B2
Source datasetuspto-grants-2016_02
ORD IDord-69d41fa444684570bfc16effe06db8f2
Source noteuspto-grants-2016_02