2-(Fluoromethyl)-1-methyl-4-(6-nitropyridin-3-yl)piperazine → 5-(3-(Fluoromethyl)-4-methylpiperazin-1-yl)pyridin-2-amine

HRID 1026430Notes

Reaction equation

HRID 1026430 reaction equation
[F:1][CH2:2][CH:3]1[CH2:8][N:7]([C:9]2[CH:10]=[N:11][C:12]([N+:15]([O-])=O)=[CH:13][CH:14]=2)[CH2:6][CH2:5][N:4]1[CH3:18]>[Pd].CO>[F:1][CH2:2][CH:3]1[N:4]([CH3:18])[CH2:5][CH2:6][N:7]([C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[N:11][CH:10]=2)[CH2:8]1

Participants

4

Reactant 1

HCID 580437532-(Fluoromethyl)-1-methyl-4-(6-nitropyridin-3-yl)piperazine

Product 1

HCID 580442115-(3-(Fluoromethyl)-4-methylpiperazin-1-yl)pyridin-2-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A 250-mL single-neck round-bottomed flask equipped with a magnetic stirrer was charged with 111e (2.6 g, 10.2 mmol) and MeOH (50 mL), and the resulting mixture was added Pd/C (10%) (260 mg). The reaction mixture was stirred under H2 for 15 h. After the reaction was finished, it was filtered and concentrated to afford 111f, which was used in the next step without purification.

Workup

  1. customA 250-mL single-neck round-bottomed flask equipped with a magnetic stirrer
  2. filtrationit was filtered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-74f773a6f05446f89dd3a2fc5a648c8f
Source dataset
uspto-grants-2014_05
Patent number
US08729072B2

Reaction notes

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