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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1744263Generated: October 27, 2026

Water → N-Ethoxymethyl-N-(3-methyl-5-isoxazolyl)-4-(trifluoromethyl)nicotinamide

https://huagongshe.com/reaction/1744263

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantBromoacetonitrileHCID 11534—
ReactantN-(3-Methyl-5-isoxazolyl)-4-(trifluoromethyl)nicotinamideHCID 11369270—
SolventDimethylformamideHCID 6228—
SolventEthyl acetate hexaneHCID 21226206—
ProductN-Ethoxymethyl-N-(3-methyl-5-isoxazolyl)-4-(trifluoromethyl)nicotinamideHCID 1213763375%

Reaction Steps

N-(3-Methyl-5-isoxazolyl)-4-(trifluoromethyl)nicotinamide (Compound No. 1-2, 107.1 mg, 0.39 mmol) prepared according to Example 1 was dissolved in dimethylformamide (2 ml). To this solution, potassium carbonate (81.4 mg, 0.59 mmol) and bromoacetonitrile (30 μl, 0.43 mmol) were added, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated. The resulting residue was purified by thin layer chromatography (a developing solvent: hexane/ethyl acetate=1/1) to obtain the title compound (91.3 mg, yield 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07015236B2
Source datasetuspto-grants-2006_03
ORD IDord-cae72c3d8876401a8e989f6d0aaf60f2
Source noteuspto-grants-2006_03