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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946373Generated: November 2, 2026

Methyl iodide → N-(1-{[2-Chloro-4-(methyloxy)phenyl]methyl}-1H-pyrazol-3-yl)-2,6-difluorobenzamide

https://huagongshe.com/reaction/1946373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantN-{1-[(2-Chloro-4-hydroxyphenyl)methyl]-1H-pyrazol-3-yl}-2,6-difluorobenzamideHCID 59547950—
SolventDimethyl SulfoxideHCID 679—
SolventMethanolHCID 887—
ProductN-(1-{[2-Chloro-4-(methyloxy)phenyl]methyl}-1H-pyrazol-3-yl)-2,6-difluorobenzamideHCID 59547989—

Reaction Steps

To a solution of N-{1-[(2-chloro-4-hydroxyphenyl)methyl]-1H-pyrazol-3-yl}-2,6-difluorobenzamide (for a preparation see Example 31)(30 mg, 0.082 mmol) in DMSO (0.5 ml) was added potassium t-butoxide (9.6 mg, 0.086 mmol) and then methyl iodide (6 μl, 0.096 mmol, Aldrich). The solution was stirred at ambient temperature overnight. The solution was diluted with methanol (0.5 ml) and purified by MDAP on Sunfire C18 column using Acetonitrile-Water with a Formic acid modifier (Method B). The solvent was evaporated in vacuo to give the title compound as a colourless gum (7.3 mg); LCMS: (System 4) MH+=378, tRET=2.85 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399436B2
Source datasetuspto-grants-2013_03
ORD IDord-b77bbbe8d8144ec59923b6112dbdb7c3
Source noteuspto-grants-2013_03