Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481187Generated: October 31, 2026

1-Bromo-4-hydroxy-7-phenylsulfanyl-isoquinoline-3-carboxylic acid methyl ester → 1-Cyano-4-hydroxy-7-phenylsulfanyl-isoquinoline-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/1481187

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-4-hydroxy-7-phenylsulfanyl-isoquinoline-3-carboxylic acid methyl esterHCID 86595471—
ReactantHCID 178418546HCID 178418546—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product1-Cyano-4-hydroxy-7-phenylsulfanyl-isoquinoline-3-carboxylic acid methyl esterHCID 8981287824.9%

Reaction Steps

A mixture of 1-bromo-4-hydroxy-7-phenylsulfanyl-isoquinoline-3-carboxylic acid methyl ester (0.91 g, prepared according to Arend et al. WO 2004108681) and CuCN (436 mg) in DMF (5 mL) was refluxed for 1 h; then cooled, diluted with DCM, filtered, then washed with water, dil. NaCl solution, dried over sodium sulphate, filtered, concentrated, the residue was column purified to give the desired product (195 mg). LC MS ESI: 337 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-baaa232e9f2e4518a02a538bc0201b79
Source noteuspto-grants-2016_08