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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 651613Generated: October 28, 2026

Methyl iodide → HCID 86757279, compound

https://huagongshe.com/reaction/651613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 53831072HCID 53831072—
SolventDimethylformamideHCID 6228—
ProductHCID 86757279HCID 8675727987.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

7-Methoxynaphthalene-2-sulfonic acid [1-(2-chloro-quinolin-7-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]-amide (0.4 g, 0.81 mmol), prepared as in EXAMPLE 15, Part F, is dissolved in DMF (20 mL) and cooled to 0° C. To the solution is added methyl iodide (0.28 g, 2.01 mmol) and sodium hydride (34 mg, 0.85 mmol, 60% mineral oil dispersion). The ice water bath is removed and the mixture is stirred at room temperature for 3 hours. The resulting solution is poured into a separatory funnel and diluted with EtOAc (100 mL). The organic layer is washed with 1N HCl, H2O and saturated NaCl. The organic phase is then dried over MgSO4, filtered and concentrated. The crude residue is purified by column chromatography eluting with 10% EtOAc/CH2Cl2 to give the title compound (0.36 g, 0.71 mmol) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06281227B1
Source datasetuspto-grants-2001_08
ORD IDord-8f26e2d376234b4e8647b7f444728406
Source noteuspto-grants-2001_08