HCID 68459564, compound → HCID 59427855, compound

HRID 1042660Notes

Reaction equation

HRID 1042660 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:5]=1[N:14]1[CH:18]=[C:17]([CH2:19][OH:20])[N:16]=[CH:15]1)([O-])=O>CCO.[Ni]>[NH2:1][C:4]1[CH:9]=[C:8]([C:10]([F:11])([F:12])[F:13])[CH:7]=[CH:6][C:5]=1[N:14]1[CH:18]=[C:17]([CH2:19][OH:20])[N:16]=[CH:15]1

Participants

4

Reactant 1

HCID 68459564HCID 68459564, compound

Product 1

HCID 59427855HCID 59427855, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

To a solution of (1-(2-nitro-4-(trifluoromethyl)phenyl)-1H-imidazol-4-yl)methanol (167 mg, 0.58 mmol) in EtOH (10 mL) was added a slurry of Raney Nickel (500 mg, washed, wet). The mixture was allowed to stir at room temperature overnight. Upon completion, the reaction mixture was filtered through Celite and concentrated to afford (1-(2-amino-4-(trifluoromethyl)phenyl)-1H-imidazol-4-yl)methanol. MS m/z=258 [M+H]+. Calc'd for C11H10F3N3O: 257.

Workup

  1. filtrationUpon completion, the reaction mixture was filtered through Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-bd5a84573ca94b40806574a07e471e94
Source dataset
uspto-grants-2013_10
Patent number
US08557996B2

Reaction notes

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