Imidazo(1,2-a)pyrazine → 5,6,7,8-Tetrahydroimidazo(1,2-a)pyrazine

HRID 920955Notes

Reaction equation

HRID 920955 reaction equation
[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[CH:8][N:7]=[CH:6][C:5]=12>COCCO.[Pt](=O)=O>[N:1]1[CH:2]=[CH:3][N:4]2[CH2:9][CH2:8][NH:7][CH2:6][C:5]=12

Participants

4

Reactant 1

HCID 2771670Imidazo(1,2-a)pyrazine

Product 1

HCID 132470465,6,7,8-Tetrahydroimidazo(1,2-a)pyrazineYield 38.7%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 80192-MethoxyethanolSolvent

Procedure

Imidazo[1,2-a]pyrazine 4b (500 mg, 4.20 mmol) was dissolved in 5 mL of 2-methoxyethanol, followed by addition of platinum dioxide (100 mg, 0.36 mmol), and the reactor was purged with hydrogen for three times. After stirring for 12 hours, the reaction mixture was filtered. The filtrate was concentrated under reduced pressure to obtain 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine 4c (200 mg, yield 38.7%) as a yellow oil.

Workup

  1. customthe reactor was purged with hydrogen for three times
  2. filtrationthe reaction mixture was filtered
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f303ed0716ac414c99a899ad33fb4184
Source dataset
uspto-grants-2016_03
Patent number
US09273052B2

Reaction notes

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