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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 447527Generated: October 30, 2026

Water → 6-formyl-1H-indazole-3-carbonitrile

https://huagongshe.com/reaction/447527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHCID 178418260HCID 178418260—
ReactantHCID 178519327HCID 178519327—
SolventDimethylformamideHCID 6228—
Product6-formyl-1H-indazole-3-carbonitrileHCID 7684624473%

Reaction Conditions

Temperature185 °C

Reaction Steps

To a solution of 3-iodo-1H-indazole-6-carbaldehyde (3 g, 10.8 mmol) in DMF (25 mL) was added Copper cyanide (1.9 g, 21 mmol). The solution was heated by microwave irradiation at 185° C. for 10 min. Water (100 mL) was added and a white precipitate was collected. The precipitate was dissolved in EtOAc (250 mL), washed with water (2×25 mL), dried over MgSO4 and concentrated to give the title compound as a white solid (1.1 g, 73%). 1H NMR (400 MHz, DMSO-d6) δ 14.92 (bs, 1H), 10.17 (s, 1H), 8.39 (s, 1H), 8.06 (d, J=8.3 Hz, 1H), 7.83 (d, J=8.5 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481525B2
Source datasetuspto-grants-2013_07
ORD IDord-60c78da997a146ed94a9ed0de75d478b
Source noteuspto-grants-2013_07