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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433908Generated: October 31, 2026

Methyl iodide → HCID 23087237, compound

https://huagongshe.com/reaction/1433908

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 57934145HCID 57934145—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 23087237HCID 2308723776.1%

Reaction Steps

To a solution of 6-methoxy-2-(4-methoxy-2-nitrophenyl)-1H-indole (1.0 g) in N,N-dimethylformamide (10 ml) was added 60% sodium hydride (160 mg) on an ice bath. The solution was stirred for 20 minutes at room temperature, then methyl iodide (570 mg) was added dropwise thereto on an ice bath, and the solution was stirred for 2 hours at room temperature. The reaction mixture was diluted with water, extracted with ethyl acetate, then washed with brine, dried over anhydrous magnesium sulfate, and then the solvent was evaporated in vacuo. Obtained by purifying the residue by NH silica gel column chromatography (hexane-ethyl acetate system), the total amount of 6-methoxy-2-(4-methoxy-2-nitrophenyl)-1-methyl-1H-indole was used according to an analogous synthetic method to Example 22 to provide the title compound (720 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612114B2
Source datasetuspto-grants-2009_11
ORD IDord-1c393768e7764984a448cea3fd4195c3
Source noteuspto-grants-2009_11