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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1928648Generated: October 31, 2026

Methyl iodide → HCID 59541728, compound

https://huagongshe.com/reaction/1928648

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 numberUS08183387B2
Source datasetuspto-grants-2012_05
ORD IDord-35a010b6a6be4988aa73e6b6b4d2e0fc
Source noteuspto-grants-2012_05