Methanol → HCID 76309284, compound

HRID 964602Notes

Reaction equation

HRID 964602 reaction equation
[CH3:1][NH2:2].CO.Cl[C:6]1[N:11]=[C:10]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2/[C:20](=[N:25]\[O:26][CH3:27])/[C:21]([NH:23][CH3:24])=[O:22])[CH:9]=[CH:8][C:7]=1[C:28]([F:31])([F:30])[F:29]>O>[CH3:1][NH:2][C:6]1[N:11]=[C:10]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2/[C:20](=[N:25]\[O:26][CH3:27])/[C:21]([NH:23][CH3:24])=[O:22])[CH:9]=[CH:8][C:7]=1[C:28]([F:31])([F:30])[F:29]

Participants

5

Reactant 3

HCID 887MethanolHCID 6329MethylamineHCID 19077583HCID 19077583, compound

Product 1

HCID 76309284HCID 76309284, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A 40% methylamine--methanol solution (10 ml) was added to (E)-2-[2-(6-chloro-5-trifluoromethylpyridin-2-yloxymethyl)phenyl]-2-methoxyimino-N-methylacetamide (402 mg), and the mixture was stirred at 100° C. for 17 hours. Water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried, and then the solvent was evaporated. The resulting oil was purified by column chromatography on silica gel to give the title compound (379 mg). mp. 66°-67° C.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. customdried
  4. customthe solvent was evaporated
  5. customThe resulting oil was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-a1b23b7dc3754c38a20723a2aa9925c0
Source dataset
uspto-grants-1998_06
Patent number
US05770614

Reaction notes

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