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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409332Generated: October 29, 2026

Ammonium formate → 1-Cyano-4,7-dihydroxy-isoquinoline-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/409332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant7-Benzyloxy-1-cyano-4-hydroxy-isoquinoline-3-carboxylic acid ethyl esterHCID 67110229—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product1-Cyano-4,7-dihydroxy-isoquinoline-3-carboxylic acid ethyl esterHCID 67110234—

Reaction Steps

1-Cyano-4,7-dihydroxy-isoquinoline-3-carboxylic acid ethyl ester was prepared by heating a mixture of 175 mg (0.50 mmol) of 7-Benzyloxy-1-cyano-4-hydroxy-isoquinoline-3-carboxylic acid ethyl ester (example 52h), 630 mg (10 mmol) of ammonium formate, and 40 mg of 10% Pd/C in 3 mL of 1:1 EtOAc and EtOH at reflux temperature for 40 min. The resultant mixture was cooled, filtered through a celite pad to remove solids, and concentrated to a crude solid. The solid was triturated with hot ethanol to give 56 mg of off-white solid upon drying; MS (ESI+): 259.3 e/z (M+1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759373B2
Source datasetuspto-grants-2014_06
ORD IDord-78957fe569a24565a51e01b7326f8b9c
Source noteuspto-grants-2014_06