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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735436Generated: October 26, 2026

Pyridine → Benzamide, 2-fluoro-N-methoxy-N-methyl-3-(trifluoromethyl)-

https://huagongshe.com/reaction/735436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantOxalyl chlorideHCID 65578—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
Reactant2-Fluoro-3-(trifluoromethyl)benzoic acidHCID 518002—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductBenzamide, 2-fluoro-N-methoxy-N-methyl-3-(trifluoromethyl)-HCID 1119604781.5%

Reaction Steps

Ten grams (10 g 65 mmol) of 2-fluoro-3-(trifluoromethyl)benzoic acid and oxalyl chloride in 10 mL of anhydrous CH2Cl2 were treated with a few drops of DMF, and stirred at ambient temperature for 1 hour (gas evolution ceased). N,O-Dimethyhydroxylamine hydrochloride (16.8 g, 174 mmol) was added followed by 16 ml of pyridine. The reaction mixture was stirred overnight, then washed successively with H2O, 2 N HCl, and brine. The resulting solution was dried over sodium sulfate. Evaporation of solvents in vacuo gave 13.3 g of product as an oil, which was pure enough to be used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592363B2
Source datasetuspto-grants-2009_09
ORD IDord-1e552925c9964dc999bcf070173862a5
Source noteuspto-grants-2009_09