Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334449Generated: October 24, 2026

Sodium Carbonate → 3-Isoquinolinecarboxylic acid, 4-hydroxy-1-methyl-7-phenoxy-, methyl ester

https://huagongshe.com/en/reaction/334449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantMethyl 1-(acetoxymethyl)-4-hydroxy-7-phenoxyisoquinoline-3-carboxylateHCID 86709145—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product3-Isoquinolinecarboxylic acid, 4-hydroxy-1-methyl-7-phenoxy-, methyl esterHCID 7124489590%

Reaction Conditions

Temperature60 °C

Reaction Steps

A reactor was charged with 1c (16.0 g), Pd/C (2.08 g), anhydrous Na2CO3 (2.56 g) and ethyl acetate (120 mL). The flask was vacuum-purged with nitrogen (3×) and vacuum-purged with hydrogen (3×). The flask was then pressurized with hydrogen and stirred at about 60° C. until completion of reaction. The flask was cooled to 20-25° C., the pressure released to ambient, the head space purged with nitrogen three times and mixture was filtered. The filtrate was concentrated. Methanol was added. The mixture was stirred and then cooled. Product precipitated and was filtered and dried in an oven (Yield: 90%, HPLC: 99.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883823B2
Source datasetuspto-grants-2014_11
ORD IDord-1102260c45194757ba9eac16c267533d
Source noteuspto-grants-2014_11