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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 545210Generated: October 28, 2026

Methyl iodide → Methyl 1-cyclopropyl-5-methoxyisoquinoline-7-carboxylate

https://huagongshe.com/reaction/545210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 1-cyclopropyl-5-hydroxyisoquinoline-7-carboxylateHCID 57440909—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductMethyl 1-cyclopropyl-5-methoxyisoquinoline-7-carboxylateHCID 57440910—

Reaction Steps

1-Cyclopropyl-5-hydroxy-isoquinoline-7-carboxylic acid methyl ester (5.00 g, 20.6 mmol) was dissolved in DMF (50 ml) and K2CO3 (5.69 g, 41.2 mmol) and MeI (1.54 ml, 24.7 mmol) was added thereto. After stirred at room temperature for 2 h, the reaction mixture was diluted with EtOAc and H2O. The aqueous layer was extracted with EtOAc and the organic layer was washed with brine, dried over MgSO4. The desiccant was removed through filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/EtOAc=10/0 to 6/4) to obtain the intended compound as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935712B2
Source datasetuspto-grants-2011_05
ORD IDord-eaaa07596d8e4d10a58ae68c5aa3cc77
Source noteuspto-grants-2011_05