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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051238Generated: November 3, 2026

Dimethylformamide → Isoquinoline-5-carbonitrile

https://huagongshe.com/reaction/1051238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant5-BromoisoquinolineHCID 736487—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
SolventEthyl AcetateHCID 8857—
ProductIsoquinoline-5-carbonitrileHCID 45977097%

Reaction Steps

5-Bromoisoquinoline (8 g, 38.65 mmol) and dimethyl formamide (100 mL) were mixed and stirred. The reaction solution was added with Zn(CN)2 (2.72 g, 23.19 mmol) and Ph(PPH)4 (1.78 g, 1.55 mmol), followed by stirring for about 4 hours at 100° C. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, and washed with a saturated aqueous sodium bicarbonate solution and saline. The resulting organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to obtain the title compound (5.8 g, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388165B2
Source datasetuspto-grants-2016_07
ORD IDord-ea71c73fbb2d47259f95ea229eaba789
Source noteuspto-grants-2016_07