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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524013Generated: October 30, 2026

Methyl iodide → HCID 118939124, compound

https://huagongshe.com/reaction/524013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant2(1H)-Isoquinolinecarboxylic acid, 6-(cyclopropylmethoxy)-3,4-dihydro-4-hydroxy-, 1,1-dimethylethyl esterHCID 117998879—
SolventTetrahydrofuranHCID 8028—
ProductHCID 118939124HCID 118939124—

Reaction Steps

To 200 mg (0.626 mmol) 6-cyclopropylmethoxy-4-hydroxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (example XLIII.1) in 3 mL THF are added 30 mg (0.69 mmol) NaH (55%) and stirred at r.t. for 30 min. Then 35 μL (0.56 mmol) methyl iodide are added and the reaction mixture is stirred at 80° C. over night. The reaction mixture is quenched by the addition of water and extracted three times with EtOAc. The organic layers are combined, dried over MgSO4, filtered and the solvent is removed in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340510B2
Source datasetuspto-grants-2016_05
ORD IDord-00ae0c3cdd484ce3b04ae04b4801c5ef
Source noteuspto-grants-2016_05