N-[2-(3,5-dichloropyridin-2-yl)-2-(tert-butoxyimino)ethyl]-2-(trifluoromethyl)benzamide → HCID 118071499, compound

HRID 56015Notes

Reaction equation

HRID 56015 reaction equation
[Cl:1][C:2]1[C:3]([C:9](=[N:24][O:25][C:26]([CH3:29])([CH3:28])[CH3:27])[CH2:10][NH:11][C:12](=[O:23])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]([F:22])([F:21])[F:20])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1>C(#N)C>[Cl:1][C:2]1[C:3](/[C:9](=[N:24]\[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])/[CH2:10][NH:11][C:12](=[O:23])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]([F:22])([F:20])[F:21])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

3

Reactant 1

HCID 131736892N-[2-(3,5-dichloropyridin-2-yl)-2-(tert-butoxyimino)ethyl]-2-(trifluoromethyl)benzamide

Product 1

HCID 118071499HCID 118071499, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

207 mg of N-[2-(3,5-dichloropyridin-2-yl)-2-(tert-butoxyimino)ethyl]-2-(trifluoromethyl)benzamide in 4 ml of acetonitrile was irradiated with light for 8 hours in a quartz cell (manufactured by Fine, 4 clear windows for spectroscopy) using a 100 W high-pressure mercury lamp (manufactured by USHIO INC., lamp: UM-102, power supply: UM-103B-B). After completion of the reaction, the solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography using ethyl acetate-hexane (with a gradient of from 1:9 to 5:5) to obtain 190 mg of the desired product as a colorless resinous substance.

Workup

  1. customAfter completion of the reaction
  2. customthe solvent was evaporated under reduced pressure
  3. customthe resulting residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-5673cb7c9e7343e0ae740d79f497c6bd
Source dataset
uspto-grants-2016_09
Patent number
US09434684B2

Reaction notes

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