HCID 178526705, compound → HCID 178507772, compound

HRID 1890317Notes

Reaction equation

HRID 1890317 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([OH:22])=[N:8][C:9]=1[NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[O:17][C:18]([F:21])([F:20])[F:19])([O-])=O>[Ni].CO>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([OH:22])=[N:8][C:9]=1[NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[O:17][C:18]([F:21])([F:19])[F:20]

Participants

4

Reactant 1

HCID 178526705HCID 178526705, compound

Product 1

HCID 178507772HCID 178507772, compoundYield 82.8%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

5-Nitro-6-(2-(trifluoromethoxy)phenylamino)pyridin-2-ol (400 mg, 1.27 mmol) and methanol (370 mL) were stirred at 25° C. for 4 h with excess Raney nickel under an atmosphere of hydrogen. After 4 h the solution was filtered by vacuum filtration through celite. The filtrate was concentrated under reduced pressure to give the title compound as a dark green solid (300 mg). LCMS m/z=286.2 [M+H]+.

Workup

  1. filtrationAfter 4 h the solution was filtered by vacuum filtration through celite
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-5f7dec9a606442cc8c86d8c6c13ca172
Source dataset
uspto-grants-2013_08
Patent number
US08507473B2

Reaction notes

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