4-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)-1,2,5-oxadiazol-3-amine → 4-N-ethylpyridine-3,4-diamine

HRID 1394168Notes

Reaction equation

HRID 1394168 reaction equation
[CH2:1]([N:3]1[C:11]2[CH:10]=[CH:9][N:8]=[CH:7][C:6]=2[N:5]=C1C1C(N)=NON=1)[CH3:2]>C(O)C.[Pd]>[CH2:1]([NH:3][C:11]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[NH2:5])[CH3:2]

Participants

4

Reactant 1

HCID 236465784-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)-1,2,5-oxadiazol-3-amine

Product 1

HCID 120363924-N-ethylpyridine-3,4-diamineYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The product from Step 1 (8.7 g, 52.0 mmol) in ethanol (150 ml) was hydrogenated for 18 hours in the presence of 10% palladium on carbon. After filtration of the catalyst through Kieselguhr, the filtrate was concentrated in vacuo to afford the title compound (6.7 g, 94%); MS (ES+) m/e 138 [M+H]+.

Workup

  1. filtrationAfter filtration of the catalyst through Kieselguhr
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-a2ed5ec7682a4c1a9f6b153cbdcef0d5
Source dataset
uspto-grants-2008_03
Patent number
US07348339B2

Reaction notes

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