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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1512838Generated: November 4, 2026

Dimethylformamide → 6-fluoro-1H-indole-7-carbonitrile

https://huagongshe.com/reaction/1512838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant7-Bromo-6-fluoro-1H-indoleHCID 26986020—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
Product6-fluoro-1H-indole-7-carbonitrileHCID 59146154—

Reaction Steps

To a solution of 7-bromo-6-fluoro-1H-indole (D140) (1.0 g) in DMF (15 ml) were added Zn(CN)2 (2.2 g) and then Pd(PPh3)4 (1.1 g) in a microwave tube, then N2 atmosphere was bubbled in. The sealed vial was irradiated in the microwave at 150° C. for 2 hours. After cooling, DCM (80 mL) was added to the resulting mixture which was filtered and the filtrate was concentrated. The crude product was purified by column chromatography to afford 6-fluoro-1H-indole-7-carbonitrile (D141) (0.5 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217028B2
Source datasetuspto-grants-2012_07
ORD IDord-247d7a7e8a1941ce8b8595bbc887034c
Source noteuspto-grants-2012_07