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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2218314Generated: October 31, 2026

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

https://huagongshe.com/reaction/2218314

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 numberUS07410976B2
Source datasetuspto-grants-2008_08
ORD IDord-7f2c23e865724ca9a341e2c506dfbc63
Source noteuspto-grants-2008_08