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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098907Generated: October 25, 2026

Cesium carbonate → 5-iodo-1-pyridin-2-yl-1H-indazole

https://huagongshe.com/reaction/1098907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant2-HydrazinopyridineHCID 78645—
Reactant2-Fluoro-5-iodobenzaldehydeHCID 16217058—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product5-iodo-1-pyridin-2-yl-1H-indazoleHCID 593397925%

Reaction Conditions

Temperature100 °C

Reaction Steps

2-Fluoro-5-iodobenzaldehyde (527 mg, 2.11 mmol), 2-hydrazinopyridine (237 mg, 2.17 mmol), cesium carbonate (2.06 g, 6.32 mmol) and NMP (10 ml) werer charged in a 10 ml vial which was sealed and stirred (magnetic bar) over night at 100° C. Water and ethylacetate were added and the phases was separated. The organic layer was washed three times with brine and concentrated. Purification on silica with ethylacetate:heptane 5:95 to 10:90 over 15 min, 10 ml/min, followed by evaporation afforded 31 mg (5%) of 5-iodo-1-pyridin-2-yl-1H-indazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143290B2
Source datasetuspto-grants-2012_03
ORD IDord-67b03221a9064b89bafb6b8796143eac
Source noteuspto-grants-2012_03