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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1480942Generated: October 25, 2026

Hydrochloric Acid → HCID 89812860, compound

https://huagongshe.com/reaction/1480942

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantMethyl 1-bromo-4-hydroxy-7-phenoxyisoquinoline-3-carboxylateHCID 89813003—
ProductHCID 89812860HCID 8981286070%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a mixture of 1-bromo-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (2.0 g, 5.34 mmol) in 16.2 mL of N-methylpyrrolidone was heated in a 130° C. oil bath for 2 h. After cooled, the reaction mixture was poured into a mixture of 100 mL of water (containing 5% conc. NH4OH) and EtOAc (100 mL). It was vigorously stirred at room temperature for 30 min, then was acidified by conc. HCl solution until two phases became clear. Organic layer was washed with water, brine and dried over MgSO4. It was filtered and concentrated. Crude product was triturated with MeOH and white solid was collected to provide the title compound 1.20 g (3.75 mmol) in 70% yield. LC-MS ESI+: 321.31 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-8d982f50483b43a69888246f7cfd6603
Source noteuspto-grants-2016_08