HCID 86720958, compound → HCID 86720959, compound

HRID 524903Notes

Reaction equation

HRID 524903 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[C:7]([N:9]2[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]2)[C:6]([N+:16]([O-])=O)=[CH:5][N:4]=1>CO.[Pd]>[CH3:1][NH:2][C:3]1[CH:8]=[C:7]([N:9]2[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]2)[C:6]([NH2:16])=[CH:5][N:4]=1

Participants

4

Reactant 1

HCID 86720958HCID 86720958, compound

Product 1

HCID 86720959HCID 86720959, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

N-methyl-4-(4-methylpiperazin-1-yl)-5-nitro-pyridin-2-amine (243 mg, 0.9670 mmol) was dissolved in methanol (10 mL) and Pd on C, wet, Degussa (50 mg, 0.4698 mmol) was added. The reaction was evacuated and filled with hydrogen three times and left to stir at RT overnight. The catalyst was filtered off and the solvent was removed under reduced pressure to yield N2-methyl-4-(4-methylpiperazin-1-yl)pyridine-2,5-diamine (173 mg, 81%). MS (ES+) 222.1.

Workup

  1. customThe reaction was evacuated
  2. additionfilled with hydrogen three times
  3. waitleft
  4. filtrationThe catalyst was filtered off
  5. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-cebeaf7c0eb54cc8ab0bdd76f962d331
Source dataset
uspto-grants-2016_05
Patent number
US09340546B2

Reaction notes

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