Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717091Generated: November 1, 2026

Dimethylformamide → 4-(5-Methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzonitrile

https://huagongshe.com/reaction/717091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant3-(4-Bromophenyl)-5-methyl-1(2h)-isoquinolinoneHCID 76284554—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
Product4-(5-Methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzonitrileHCID 8981295479%

Reaction Steps

3-(4-Bromo-phenyl)-5-methyl-2H-isoquinolin-1-one (200 mg, 0.64 mmol), zinc cyanide (90 mg, 0.76 mmol) and tetrakis(triphenylphosphine)palladium(0) (74 mg, 0.064 mmol) were stirred in DMF (2.1 mL) and degassed with N2. The reaction mixtures were irradiated using a microwave (300 W, 180° C., 30 min). The reaction mixtures were combined and the resulting precipitate was filtered, washed with DMF and water and dried to give 4-(5-methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzonitrile as a yellowish solid (718 mg, 79%) which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193689B2
Source datasetuspto-grants-2015_11
ORD IDord-e1c5511e683f41ea9684beca2c6ba8ea
Source noteuspto-grants-2015_11