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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2361679Generated: October 30, 2026

Methyl iodide → HCID 54126637, compound

https://huagongshe.com/reaction/2361679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant6-Fluoro-1,2,3,4-tetrahydroisoquinolin-1-oneHCID 10725709—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54126637HCID 5412663796%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a stirred solution of 6-fluoro-3,4-dihydroisoquinolin-1(2H)-one (102 mg, 0.62 mmol) in THF (5 ml) was added NaH (49 mg of a 60% dispersion in mineral oil, 1.23 mmol) giving a thick white precipitate. After 30 minutes, methyl iodide (76 μl, 1.23 mmol) was added and the reaction was heated at 50° C. for 1 hour. Complete conversion was observed by TLC and the reaction was concentrated, diluted with dichloromethane (30 ml), washed with saturated NaHCO3 (15 ml), dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by FCC (using a gradient of eluents 1:1 Hexane/EtOAc to EtOAc) to provide the title compound as colourless oil (106 mg, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691804B2
Source datasetuspto-grants-2014_04
ORD IDord-bd2597377b964b1bb91c54de3df53c43
Source noteuspto-grants-2014_04