HCID 86720938, compound → HCID 86720937, compound

HRID 524880Notes

Reaction equation

HRID 524880 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[C:13]([N+:14]([O-])=O)=[CH:12][N:11]=[CH:10][C:9]=2[CH3:17])[CH2:4][CH2:3]1>CO.[Pd]>[CH3:17][C:9]1[C:8]([N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)=[C:13]([NH2:14])[CH:12]=[N:11][CH:10]=1

Participants

4

Reactant 1

HCID 86720938HCID 86720938, compound

Product 1

HCID 86720937HCID 86720937, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of Pd on C, (10%, wet, Degussa) (130.6 mg, 0.1227 mmol) with 1-methyl-4-(3-methyl-5-nitro-4-pyridyl)piperazine (290 mg, 1.227 mmol) in methanol (5.800 mL) was stirred at rt overnight under an atmosphere of hydrogen (balloon). The reaction mixture was filtered through a celite pad and washed with methanol and ethyl acetate and the filtrate concentrated in vacuo to leave 5-methyl-4-(4-methylpiperazin-1-yl)pyridin-3-amine as a yellow oil (243 mg, 96%). MS (ES+) 207.1.

Workup

  1. filtrationThe reaction mixture was filtered through a celite pad
  2. washwashed with methanol and ethyl acetate
  3. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-a95031e22f2e431abbe643d9d0dc41c3
Source dataset
uspto-grants-2016_05
Patent number
US09340546B2

Reaction notes

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