HCID 86632631, compound → tert-Butyl (2-amino-3-fluorophenyl)carbamate

HRID 1182483Notes

Reaction equation

HRID 1182483 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[C:10]=1[N+:16]([O-])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Ni].O.[H][H]>[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[C:10]=1[NH2:16])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 1

HCID 86632631HCID 86632631, compound

Product 1

HCID 56973654tert-Butyl (2-amino-3-fluorophenyl)carbamateYield 66%

Reagents, catalysts & solvents 4

HCID 935NickelCatalystHCID 887MethanolSolventHCID 962WaterSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

To a solution of the N-tert-Butyloxycarbonyl-3-fluoro-2-nitro aniline (950 mg, 2.5 mmol) in MeOH was added catalytic amount of Raney Nickel in water, hydrogen was applied at 40 psi and the mixture was stirred overnight. The mixture was filtered over Celite and the solvent was evaporated to give the desired product in 66% yield (550 mg). MS (ESI)=226 (MH+)

Workup

  1. filtrationThe mixture was filtered over Celite
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-f6afd4ba0df94dd491a52fb0fc044975
Source dataset
uspto-grants-2007_10
Patent number
US07288567B2

Reaction notes

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