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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 415642Generated: October 29, 2026

Potassium Carbonate → 3-[2-(4-Chloro-phenyl)-oxazol-4-ylmethoxy]-2,6-difluoro-benzamide

https://huagongshe.com/reaction/415642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Chloromethyl)-2-(4-chlorophenyl)-1,3-oxazoleHCID 7131527—
Reactant2,6-Difluoro-3-hydroxybenzamideHCID 45120136—
SolventDimethylformamideHCID 6228—
Product3-[2-(4-Chloro-phenyl)-oxazol-4-ylmethoxy]-2,6-difluoro-benzamideHCID 5940303135.2%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 4-Chloromethyl-2-(4-chloro-phenyl)-oxazole (0.20 g, 0.87 mmol) in 2 ml of anhydrous DMF was added 2,6-Difluoro-3-hydroxy-benzamide (0.15 g, 0.78 mmol) and potassium carbonate (0.363 g, 2.60 mmol). The reaction mixture was stirred at 25° C. for 24 h under nitrogen atmosphere. The reaction mixture was evaporated to dryness under reduced pressure and the residue was purified by column chromatography on silica (60-120 M) using ethyl acetate/hexane (50:50) as the eluent to provide the title compound as white solid (0.10 g, 31%). 1H NMR (DMSO-d6, 400 MHz): δ 5.14 9s, 2H), 7.12 (t, J=9.20 Hz, 1H), 7.40 (m, 1H), 7.63 (d, J=8.40, 2H), 7.85 (br s, 1H), 8.0 (d, J=8.40 Hz, 2H), 8.13 (br s, 1H) and 8.36 (s, 1H). MS ES+ (365.13), HPLC (method I) Rt=16.36 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088791B2
Source datasetuspto-grants-2012_01
ORD IDord-034d87d32d6740d3b1e4eb85178ac6db
Source noteuspto-grants-2012_01