2-Fluoro-5-(methylamino)-4-nitrobenzonitrile → HCID 66684554, compound

HRID 1048997Notes

Reaction equation

HRID 1048997 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([N+:10]([O-])=O)[C:7]([NH:13][CH3:14])=[CH:6][C:3]=1[C:4]#[N:5]>CCO.[Pd]>[NH2:10][C:8]1[C:7]([NH:13][CH3:14])=[CH:6][C:3]([C:4]#[N:5])=[C:2]([F:1])[CH:9]=1

Participants

4

Reactant 1

HCID 666848852-Fluoro-5-(methylamino)-4-nitrobenzonitrile

Product 1

HCID 66684554HCID 66684554, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A stirred solution of 2-Fluoro-5-methylamino-4-nitro-benzonitrile (1.0 g, 0.0051 mol) in EtOH (20 mL) was hydrogenated using Pd/C for 3 h at room temperature. The reaction was filtered through CELITE® and the filter bed was thoroughly washed with EtOH. The resulting solution was concentrated to afford the crude 4-amino-2-fluoro-5-methylamino-benzonitrile as a brownish black solid. C8H8FN3; Crude LCMS (M+1): 166.2; LCMS Purity: 85.05%.

Workup

  1. customfor 3 h
  2. customat room temperature
  3. filtrationThe reaction was filtered through CELITE®
  4. washthe filter bed was thoroughly washed with EtOH
  5. concentrationThe resulting solution was concentrated

Sources & evidence

ORD record
ord-d10b40c2f4b14a6dae09c87b16cf0221
Source dataset
uspto-grants-2016_07
Patent number
US09382226B2

Reaction notes

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