Hydroxylamine → HCID 57377352, compound

HRID 1184391Notes

Reaction equation

HRID 1184391 reaction equation
[CH:1]1([C:4](=O)[CH2:5][NH:6][C:7](=[O:28])[C:8]2[CH:13]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([Cl:21])[CH:15]=3)[C:11]([O:22][CH2:23][C:24]([F:27])([F:26])[F:25])=[N:10][CH:9]=2)[CH2:3][CH2:2]1.[NH2:30][OH:31]>CO>[CH:1]1(/[C:4](=[N:30]\[OH:31])/[CH2:5][NH:6][C:7](=[O:28])[C:8]2[CH:13]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([Cl:21])[CH:15]=3)[C:11]([O:22][CH2:23][C:24]([F:26])([F:25])[F:27])=[N:10][CH:9]=2)[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 67971426HCID 67971426, compound

Product 1

HCID 57377352HCID 57377352, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 0.100 g N-(2-cyclopropyl-2-oxo-ethyl)-5-(3,4-dichloro-phenyl)-6-(2,2,2-trifluoro-ethoxy)-nicotinamide in 1.0 ml methanol was added 0.052 g of 50% aqueous hydroxylamine and the mixture was kept at ambient temperature for 18 h. The solvent was evaporated and the residue was purified by chromatography on silica gel with a gradient of heptane:ethyl acetate=9:1 to 1:1 to yield 0.093 g of the title compound as white crystals. MS (EI): 462.0599 (M+H).

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified by chromatography on silica gel with a gradient of heptane

Sources & evidence

ORD record
ord-628fafc2c0d344fb83b5e43fbf18640f
Source dataset
uspto-grants-2014_03
Patent number
US08669254B2

Reaction notes

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