8-Chloro-3-ethyl[1,2,4]triazolo[4,3-a]piperazine → 3-ethyl-5H,6H,7H,8H-(1,2,4)triazolo(4,3-a)pyrazine

HRID 712382Notes

Reaction equation

HRID 712382 reaction equation
Cl[CH:2]1[NH:7][CH2:6][CH2:5][N:4]2[C:8]([CH2:11][CH3:12])=[N:9][N:10]=[C:3]12>CO.O=[Pt]=O.[Pd]>[CH2:11]([C:8]1[N:4]2[CH2:5][CH2:6][NH:7][CH2:2][C:3]2=[N:10][N:9]=1)[CH3:12]

Participants

5

Reactant 1

HCID 867294598-Chloro-3-ethyl[1,2,4]triazolo[4,3-a]piperazine

Product 1

HCID 450883133-ethyl-5H,6H,7H,8H-(1,2,4)triazolo(4,3-a)pyrazineYield 38.9%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

To a solution of 8-chloro-3-ethyl[1,2,4]triazolo[4,3-a]piperazine (2.24 g) in MeOH (150 mL) was added PtO2 (1.36 g) and 10% Pd/C (0.63 g) at rt. The reaction mixture was stirred under H2 for 16 h at room temperature and filtered, and the filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column to give the title compound (0.71 g, 31.17%). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 153.2 (M+1).

Workup

  1. filtrationfiltered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customthe residue was chromatographed with a silica gel column

Sources & evidence

ORD record
ord-58bd05f04cc44da687af3f53faabeb86
Source dataset
uspto-grants-2015_11
Patent number
US09181277B2

Reaction notes

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