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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746108Generated: October 26, 2026

Potassium Carbonate → N-[1-({4-Chloro-2-[(phenylmethyl)oxy]phenyl}methyl)-1H-pyrazol-4-yl]-2,6-difluorobenzamide

https://huagongshe.com/reaction/1746108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2,6-Difluoro-N-1H-pyrazol-4-ylbenzamideHCID 43430657—
Reactant2,6-Difluoro-N-[1-({2-[(phenyloxy)methyl]phenyl}methyl)-1H-pyrazol-4-yl]benzamideHCID 56967410—
Reactant1-(Bromomethyl)-4-chloro-2-[(phenylmethyl)oxy]benzeneHCID 66725425—
SolventDimethylformamideHCID 6228—
ProductN-[1-({4-Chloro-2-[(phenylmethyl)oxy]phenyl}methyl)-1H-pyrazol-4-yl]-2,6-difluorobenzamideHCID 67517266—

Reaction Steps

To 2,6-difluoro-N-1H-pyrazol-4-ylbenzamide (for a preparation see intermediate 2, 52 mg, 0.23 mmol) and potassium carbonate (65 mg, 0.47 mmol) was added a solution of 1-(bromomethyl)-4-chloro-2-[(phenylmethyl)oxy]benzene (74 mg, 0.27 mmol) in DMF (1 ml). The reaction was stirred overnight, under nitrogen and at ambient temperature. The suspension was filtered using a hydrophobic frit and the residue washed with methanol (1 ml). The filtrate was purified by MDAP (Method A) on Supelcosil ABZ+Plus column using acetonitrile-water with a formic acid modifier. The solvent was evaporated in vacuo to give the title compound (33 mg) as a white solid; LCMS (System 1): MH+=454, tRET=3.60 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09149462B2
Source datasetuspto-grants-2015_10
ORD IDord-01d2cc3ce5804a8a99308b1c483ed097
Source noteuspto-grants-2015_10