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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 538566Generated: October 25, 2026

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

https://huagongshe.com/reaction/538566

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Chloromethyl)-2-(4-methoxyphenyl)-1,3-oxazoleHCID 19958794—
Reactant2,6-Difluoro-3-hydroxybenzamideHCID 45120136—
SolventDimethylformamideHCID 6228—
Product2,6-Difluoro-3-[2-(4-methoxy-phenyl)-oxazol-4-ylmethoxy]-benzamideHCID 5940294830.5%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 4-Chloromethyl-2-(4-methoxy-phenyl)-oxazole (0.100 g, 0.4 mmol) in 2 ml of anhydrous DMF was added 2,6-Difluoro-3-hydroxy-benzamide (0.077 g, 0.40 mmol) and potassium carbonate (0.216 g, 1.50 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 (0.044 g, 27%). 1H NMR (DMSO-d6, 400 MHz): δ 4.01 (s, 3H), 5.12 (s, 2H), 7.10 (m, 3H), 7.40 (m, 1H), 7.85 (br s, 1H), 7.93 (d, J=8.80 Hz, 2H), 8.13 (br s, 1H) and 8.25 (s, 1H). MS ES+(361.16), HPLC (method I) Rt=15.47 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865736B2
Source datasetuspto-grants-2014_10
ORD IDord-dd86b44325f1493e9c9c3a4bfe479dce
Source noteuspto-grants-2014_10