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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705946Generated: October 30, 2026

Methyl iodide → HCID 23559703, compound

https://huagongshe.com/reaction/705946

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 12770688HCID 12770688—
SolventDimethylformamideHCID 6228—
ProductHCID 23559703HCID 2355970333%

Reaction Steps

To a solution of methyl 3-(1H-indol-2-yl)propanoate (800 mg, 3.94 mmol) in dry DMF (10 mL) was added NaH (300 mg, 7.50 mmol) at 0° C. After 15 min, MeI (0.40 mL, 6.40 mmol) was added dropwise. The mixture was stirred at room temperature for 1 h. The reaction was quenched with water (50 mL) and extracted with EA (50 mL×3). The combined organic phase was dried over sodium sulfate, filtered, and concentrated. Purification via flash chromatography then afforded the title compound (332 mg, 1.299 mmol, 85% purity, 33% yield). LCMS: rt=3.17 min, [M+H+]=218.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174968B2
Source datasetuspto-grants-2015_11
ORD IDord-7adde262ba234e189ffa20a3622d3db2
Source noteuspto-grants-2015_11