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

HRID 1454802Notes

Reaction equation

HRID 1454802 reaction equation
[N:1]1[CH:2]=[N:3][N:4]2[CH:9]=[CH:8][N:7]=[CH:6][C:5]=12>C(O)C.[Pd]>[N:1]1[CH:2]=[N:3][N:4]2[CH2:9][CH2:8][NH:7][CH2:6][C:5]=12

Participants

4

Reactant 1

HCID 136241[1,2,4]Triazolo[1,5-a]pyrazine

Product 1

HCID 184069195H,6H,7H,8H-(1,2,4)triazolo(1,5-a)pyrazine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of [1,2,4]triazolo[1,5-a]pyrazine (10 g) in ethanol (150 mL) and 10% Pd-C (3 g) was stirred under a hydrogen atmosphere overnight and filtered over Celite®. The filtrate was evaporated and the residue purified by column chromatography (silica, 10% methanol/dichloromethane) to yield 5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyrazine. LC-MS 125.1 (M+1).

Workup

  1. filtrationfiltered over Celite®
  2. customThe filtrate was evaporated
  3. customthe residue purified by column chromatography (silica, 10% methanol/dichloromethane)

Sources & evidence

ORD record
ord-d6fe580b658b4daa8cb92453552979f0
Source dataset
uspto-grants-2009_01
Patent number
US07482336B2

Reaction notes

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