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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1480983Generated: November 1, 2026

Hydrochloric Acid → 1-Cyano-4-hydroxy-7-(pyridin-3-yloxy)-isoquinoline-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1480983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-Hydroxy-1-iodo-7-(pyridin-3-yloxy)-isoquinoline-3-carboxylic acid ethyl esterHCID 89813000—
ReactantHCID 178418546HCID 178418546—
SolventDichloromethaneHCID 6344—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product1-Cyano-4-hydroxy-7-(pyridin-3-yloxy)-isoquinoline-3-carboxylic acid ethyl esterHCID 8981308032.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 4-hydroxy-1-iodo-7-(pyridin-3-yloxy)-isoquinoline-3-carboxylic acid ethyl ester (215 mg) and CuCN (89 mg) in NMP (2 mL) was heated at 120° C. for 2 h; the reaction was then cooled, diluted with DCM, and stirred at rt overnight; then diluted HCl solution was added and stirred for 1 h; the solids were filtered off, and DCM phase was separated, washed with water, and dil. NaCl solution, dried over anhydrous sodium sulphate, filtered, concentrated and the residue was column purified to give product (53 mg). LCMS ESI+: 336 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-d61d45dc6b6c4c4da257ccfbc638c66c
Source noteuspto-grants-2016_08