O-Methylhydroxylamine hydrochloride → HCID 56961894, compound

HRID 1958210Notes

Reaction equation

HRID 1958210 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([NH:20][C:21](=[O:25])[C:22](=O)[CH3:23])[CH:11]=[N:12][C:13]=2[O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[CH:4][CH:3]=1.Cl.[CH3:27][O:28][NH2:29]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([NH:20][C:21](=[O:25])/[C:22](=[N:29]/[O:28][CH3:27])/[CH3:23])[CH:11]=[N:12][C:13]=2[O:14][CH2:15][C:16]([F:19])([F:17])[F:18])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 67281161HCID 67281161, compound

Product 1

HCID 56961894HCID 56961894, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-[5-(4-Chloro-phenyl)-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-yl]-2-oxo-propionamide (0.063 g, 169 μmol) was dissolved in methanol (1.00 mL). O-Methyl hydroxylamine hydrochloride (70.6 mg, 845 μmol) was added and the reaction mixture was stirred at room temperature overnight. The solvent was evaporated and the residue was partitioned between water and ethyl acetate; the organic phase was dried with MgSO4 and concentrated in vacuo to deliver 67 mg (89%) of the title compound as white solid; LC-MS (UV peak area/ESI) 99.0%, 402.0825 (M+H)+.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was partitioned between water and ethyl acetate
  3. dry with materialthe organic phase was dried with MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1d9b5ace68934575a2d850cc5d97c94b
Source dataset
uspto-grants-2013_04
Patent number
US08410107B2

Reaction notes

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