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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533425Generated: October 30, 2026

Methanol → HCID 178497287, compound

https://huagongshe.com/reaction/533425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriethylamineHCID 8471—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantHCID 178418416HCID 178418416—
ReactantHCID 178479649HCID 178479649—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
ProductHCID 178497287HCID 178497287—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixed liquid of 7-bromo-4-fluoroisoquinolin-1-ol hydrochloride (3.0 g), palladium (II) acetate (484 mg), 1,1′-bis(diphenylphosphino)ferrocene (1.2 g), triethylamine (4.4 g), NMP (60 mL), and methanol (60 mL) was stirred at room temperature for 15 minutes while carbon monoxide gas was passed therethrough. The reaction was further heated under stirring in an oil bath at 80° C. for 16 hours under a carbon monoxide gas atmosphere at 1 atm. The reaction mixture was returned to room temperature, the insoluble materials were separated by filtration, and then the precipitate was concentrated under reduced pressure. The resulting residue was diluted with water, and then the precipitate was collected by filtration to obtain methyl 4-fluoro-1-hydroxyisoquinoline-7-carboxylate (2.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853242B2
Source datasetuspto-grants-2014_10
ORD IDord-9849db07da1f4c918176d22222fc9e05
Source noteuspto-grants-2014_10