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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 492174Generated: October 30, 2026

Potassium Carbonate → Methyl 1-(isoquinolin-1-yl)-1H-indole-3-carboxylate

https://huagongshe.com/reaction/492174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantIsoquinoline, 1-chloro-HCID 140539—
ReactantMethyl indole-3-carboxylateHCID 589098—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
ProductMethyl 1-(isoquinolin-1-yl)-1H-indole-3-carboxylateHCID 6897082889.3%

Reaction Conditions

Temperature20 °C

Reaction Steps

1.73 g (12.5 mmol) of potassium carbonate are added at 20° C. under an argon atmosphere to 0.876 g (5 mmol) of 3-methoxycarbonyl-1H-indole in 10 cm3 of dimethyl sulphoxide. After stirring at 20° C. for 1 hour, 0.818 g (5 mmol) of 1-chloroisoquinoline is added. After stirring at 100° C. for 19 hours, the reaction mixture is cooled and diluted with 20 cm3 of ethyl acetate and then washed with 3 times 20 cm3 of water and 20 cm3 of saturated aqueous sodium chloride solution. After separating the phases by settling, the organic phase is dried over anhydrous magnesium sulphate, filtered and concentrated to dryness under reduced pressure (2.7 kPa) to give 1.35 g of 3-methoxycarbonyl-1-(isoquinol-1-yl)-1H-indole in the form of a white solid melting at 140° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531663B2
Source datasetuspto-grants-2009_05
ORD IDord-9d0597202c1f45db82d220bef0a2ac24
Source noteuspto-grants-2009_05