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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1637015Generated: October 31, 2026

Hydrochloric Acid → (2E)-2-[2-[[5-chloro-3-(trifluoromethyl)-2-pyridinyl]oxymethyl]phenyl]-2-methoxyimino-N-methylacetamide

https://huagongshe.com/reaction/1637015

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
Reactant2,5-dichloro-3-(trifluoromethyl)pyridineHCID 11042144—
Reactant2-(2-hydroxymethylphenyl)-2-methoxyimino-N-methylacetamideHCID 54472560—
SolventTetrahydrofuranHCID 8028—
Product(2E)-2-[2-[[5-chloro-3-(trifluoromethyl)-2-pyridinyl]oxymethyl]phenyl]-2-methoxyimino-N-methylacetamideHCID 2201690174%

Reaction Steps

2-(2-Hydroxymethylphenyl)-2-methoxyimino-N-methylacetamide (300 mg) was dissolved in THF (5 ml). 60% Sodium hydride (65 mg) was added, and the mixture was stirred for 10 minutes. 2,5-Dichloro-3-trifluoromethylpyridine (350 mg) was added, and the mixture was stirred at room temperature for 12 hours, neutralized with 1N-hydrochloric acid and extracted with ethyl acetate. The organic layer was dried over MgSO4, and the solvent was evaporated under reduced pressure. The resulting residue was purified by column chromatography on silica gel to obtain the title compound (398 mg, yield: 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06037495
Source datasetuspto-grants-2000_03
ORD IDord-4999b3b427434885b3e687af07bc5c74
Source noteuspto-grants-2000_03