(1,2,4)Triazolo(4,3-a)pyrazine → 5H,6H,7H,8H-(1,2,4)triazolo(4,3-a)pyrazine

HRID 712384Notes

Reaction equation

HRID 712384 reaction equation
[N:1]1[N:2]=[CH:3][N:4]2[CH:9]=[CH:8][N:7]=[CH:6][C:5]=12>CO.O=[Pt]=O.[Pd]>[N:1]1[N:2]=[CH:3][N:4]2[CH2:9][CH2:8][NH:7][CH2:6][C:5]=12

Participants

5

Reactant 1

HCID 249778(1,2,4)Triazolo(4,3-a)pyrazine

Product 1

HCID 179987185H,6H,7H,8H-(1,2,4)triazolo(4,3-a)pyrazineYield 11.6%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

To a solution of [1,2,4]triazolo[4,3-a]pyrazine (1.50 g) in MeOH (150 mL) was added PtO2 (1.10 g) and 10% Pd/C (0.46 g) at rt. The suspension was stirred under H2 at room temperature for 16 h and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column to give the title compound (0.18 g, 11.54%). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 125.1 (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-190401128ca64392b38f3abceb8c24a0
Source dataset
uspto-grants-2015_11
Patent number
US09181277B2

Reaction notes

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