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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 604288Generated: October 29, 2026

Methyl iodide → 5-methoxy-2-methyl-8-nitro-3,4-dihydro-2H-isoquinolin-1-one

https://huagongshe.com/reaction/604288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant5-hydroxy-2-methyl-8-nitro-3,4-dihydro-2H-isoquinolin-1-oneHCID 59849178—
SolventDimethylformamideHCID 6228—
Product5-methoxy-2-methyl-8-nitro-3,4-dihydro-2H-isoquinolin-1-oneHCID 5984921871.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirring solution of 5-Hydroxy-2-methyl-8-nitro-3,4-dihydro-2H-isoquinolin-1-one (444 mg, 2.0 mmol) and in DMF (5 mL) is added potassium carbonate (553 mg, 4.0 mmol.) and the solution cooled to 0° C. Iodomethane (0.25 mL, 4.0 mmol.) is added and the reaction mixture allow to warm to room temperature and then stirred for 1 hour. The mixture is quenched with a cold water and then the precipitate is filtered, washed with water and dried under vacuum to give a white solid corresponding to 5-methoxy-2-methyl-8-nitro-3,4-dihydro-2H-isoquinolin-1-one (336 mg, 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07910585B2
Source datasetuspto-grants-2011_03
ORD IDord-22eb0bb368ea48e69906e6e45e38a0ef
Source noteuspto-grants-2011_03