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

HRID 1919159Notes

Reaction equation

HRID 1919159 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 336e (2.6 g, 10.2 mmol), methanol (50 mL), and 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 336f as a black oil, which was used in the next step without further purification. MS: [M+H]+ 225.

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-7c68ef8c36204dbd874e6bd9b250e281
Source dataset
uspto-grants-2013_12
Patent number
US08618107B2

Reaction notes

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