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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880230Generated: November 1, 2026

Methyl iodide → HCID 59448303, compound

https://huagongshe.com/reaction/1880230

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 46897742HCID 46897742—
SolventDimethylformamideHCID 6228—
ProductHCID 59448303HCID 5944830362.2%

Reaction Steps

{(3S,4S)-3-(3,4-Dichloro-phenyl)-4-[(5-trifluoromethyl-pyrimidin-2-ylamino)-methyl]-pyrrolidin-1-yl}-[1-(1-methyl-cyclopropanecarbonyl)-piperidin-4-yl]-methanone (30.0 mg, 0.051 mmol) were dissolved in DMF (1 mL) and treated with NaH (55% dispersion in oil) (2.5 mg, 0.056 mmol) at ambient temperature. After 5 min methyl iodide (3.5 μL, 0.056 mmol) were added and the reaction mixture was stirred over night. After quenching with water and extraction with ethyl acetate (3×10 mL) the combined organic phases were dried on sodium sulfate and filtered. After evaporation of the solvent the crude product was subjected to column chromatography (silica gel, ethyl acetate) to yield the title product (19 mg, 62%) as a colorless foam. ES-MS m/e: 598.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318759B2
Source datasetuspto-grants-2012_11
ORD IDord-6bcec36617754f9e82140f7e262236df
Source noteuspto-grants-2012_11