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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215770Generated: October 30, 2026

Methyl iodide → HCID 59541728, compound

https://huagongshe.com/reaction/215770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 59541717HCID 59541717—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59541728HCID 5954172852.8%

Reaction Steps

To a solution of N-[1-(4-{3-[(2R)-2-methylpyrrolidin-1-yl]propoxy}phenyl)-1H-pyrazol-4-yl]acetamide obtained in Example 37 (0.34 g) in tetrahydrofuran (3.5 mL), sodium hydride (55% in mineral oil, 0.048 g) was added and iodomethane (0.225 g) was then added dropwise under ice cooling, followed by stirring at room temperature for 1.5 hours. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by NH-type silica gel column chromatography (eluting solvent: ethyl acetate:hexane=1:1→ethyl acetate), and the resulting crystal was washed with diisopropyl ether to give the titled compound (0.187 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193176B2
Source datasetuspto-grants-2012_06
ORD IDord-17c61c90725f4626ba2817b146f679c3
Source noteuspto-grants-2012_06