HCID 86720944, compound → HCID 86720947, compound

HRID 524891Notes

Reaction equation

HRID 524891 reaction equation
[CH:1]1([C:4]2[CH:5]=[N:6][CH:7]=[C:8]([N+:17]([O-])=O)[C:9]=2[N:10]2[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]2)[CH2:3][CH2:2]1.[H][H]>CO.[Pd]>[CH:1]1([C:4]2[C:9]([N:10]3[CH2:11][CH2:12][N:13]([CH3:16])[CH2:14][CH2:15]3)=[C:8]([NH2:17])[CH:7]=[N:6][CH:5]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 86720944HCID 86720944, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86720947HCID 86720947, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1-(3-cyclopropyl-5-nitro-4-pyridyl)-4-methyl-piperazine (220.4 mg, 0.8403 mmol) in methanol (25 mL) was added Pd on carbon (10%, Degussa, 6.387 mg, 0.006002 mmol). The reaction mixture was stirred at room temperature under a balloon of hydrogen, for 7 h. The reaction was filtered through a plug of Celite, washed with MeOH and the filtrate was concentrated in vacuo yielding 5-cyclopropyl-4-(4-methylpiperazin-1-yl)pyridin-3-amine as an orange residue. (194 mg, 99%).

Workup

  1. filtrationThe reaction was filtered through a plug of Celite
  2. washwashed with MeOH
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-c6939d2eba46452991f03d4d6a538d61
Source dataset
uspto-grants-2016_05
Patent number
US09340546B2

Reaction notes

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