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

HRID 519309Notes

Reaction equation

HRID 519309 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-89bac5eb7bcb40a38ca3304b6f3a63a5
Source dataset
uspto-grants-2015_08
Patent number
US09115152B2

Reaction notes

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