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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475149Generated: October 29, 2026

Dimethylformamide → HCID 86694708, compound

https://huagongshe.com/reaction/475149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-Bromo-6-chloro-1H-indazoleHCID 24728100—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductHCID 86694708HCID 8669470886.9%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 4-bromo-6-chloro-1H-indazole (3.0 g, 12.9 mmol), Pd(PPh3)4 (2.24 g, 1.94 mmol), and Zn(CN)2 (9.22 g, 25.8 mmol) in DMF (50 mL) under nitrogen was heated at 120° C. for 16 h. The reaction mixture was quenched with water and extracted with EtOAc (50 mL×5). The combined extracts were washed with brine (100 mL), dried (MgSO4), filtered, and concentrated in vacuo to afford 6-chloro-1H-indazole-4-carbonitrile as white solid (2.0 g, 86.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637537B2
Source datasetuspto-grants-2014_01
ORD IDord-c60004d42aa1406cbbb45e4ca3812d44
Source noteuspto-grants-2014_01