HCID 67959596, compound → HCID 67957634, compound

HRID 1258712Notes

Reaction equation

HRID 1258712 reaction equation
[F:1][C:2]1[C:9]([N:10]2[CH2:15][CH2:14][CH:13]([C:16]([F:19])([F:18])[F:17])[CH2:12][CH2:11]2)=[CH:8][C:5]([NH:6][CH3:7])=[C:4]([N+:20]([O-])=O)[CH:3]=1>[Ni].C1COCC1>[F:1][C:2]1[C:9]([N:10]2[CH2:15][CH2:14][CH:13]([C:16]([F:19])([F:18])[F:17])[CH2:12][CH2:11]2)=[CH:8][C:5]([NH:6][CH3:7])=[C:4]([CH:3]=1)[NH2:20]

Participants

4

Reactant 1

HCID 67959596HCID 67959596, compound

Product 1

HCID 67957634HCID 67957634, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 4-fluoro-N-methyl-2-nitro-5-(4-trifluoromethyl-piperidin-1-yl)aniline (200 mg, 0.62 mmol), Ra—Ni (4 mg, 0.062 mmol) and THF (30 mL) was shaken under H2 atmosphere (1 atm) at rt for 1 h. The mixture was filtered through celite and the celite pad was further washed with THF. Concentration and crystallization from Et2O/PE gave the sub-title compound.

Workup

  1. filtrationThe mixture was filtered through celite
  2. washthe celite pad was further washed with THF
  3. concentrationConcentration and crystallization from Et2O/PE

Sources & evidence

ORD record
ord-b770fef46c39472d8751d52cce834a09
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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