HCID 86720950, compound → HCID 86720951, compound

HRID 524895Notes

Reaction equation

HRID 524895 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]=[C:10]([NH2:17])[CH:9]=2)[CH2:4][CH2:3]1>CCOC(C)=O.CCO.[Pd]>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[C:13]([NH2:14])=[CH:12][N:11]=[C:10]([NH2:17])[CH:9]=2)[CH2:4][CH2:3]1

Participants

5

Reactant 1

HCID 86720950HCID 86720950, compound

Product 1

HCID 86720951HCID 86720951, compoundYield 94%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Pd on C, (10%, wet, Degussa) (140 mg, 0.1316 mmol) was added to a stirred solution of 4-(4-methylpiperazin-1-yl)-5-nitro-pyridin-2-amine (355 mg, 1.496 mmol) in a mixture of EtOAc (5 mL) and EtOH (50 mL). The reaction was placed under an atmosphere of hydrogen and stirred at ambient temperature for 16 hours. The catalyst was removed by filtration through a pad of celite and the filtrate concentrated in vacuo to give 4-(4-methylpiperazin-1-yl)pyridine-2,5-diamine as a brown solid (291 mg, 94% Yield). MS (ES+) 208.1.

Workup

  1. customThe catalyst was removed by filtration through a pad of celite
  2. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-d9f536402f4643b790aa49aadf6de840
Source dataset
uspto-grants-2016_05
Patent number
US09340546B2

Reaction notes

Loading…