2-(Trifluoromethyl)imidazo[1,2-a]pyrazine → 2-(trifluoromethyl)-5H,6H,7H,8H-imidazo[1,2-a]pyrazine

HRID 920969Notes

Reaction equation

HRID 920969 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[N:4]=[C:5]2[CH:10]=[N:9][CH:8]=[CH:7][N:6]2[CH:11]=1>CO.[Pd]>[F:12][C:2]([F:1])([F:13])[C:3]1[N:4]=[C:5]2[CH2:10][NH:9][CH2:8][CH2:7][N:6]2[CH:11]=1

Participants

4

Reactant 1

HCID 32313062-(Trifluoromethyl)imidazo[1,2-a]pyrazine

Product 1

HCID 147199282-(trifluoromethyl)-5H,6H,7H,8H-imidazo[1,2-a]pyrazineYield 95.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-(Trifluoromethyl)imidazo[1,2-a]pyrazine 12b (2.40 g, 12.55 mmol) was dissolved in 100 mL of methanol, followed by addition of Pd—C (10%, 480 mg), and the reactor was purged with hydrogen for three times. After stirring for 12 hours, the reaction mixture was filtered and the filter cake was washed with methanol. The filtrate was concentrated under reduced pressure to obtain 2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine 12c (2.30 g, yield 95.8%) as a yellow oil.

Workup

  1. customthe reactor was purged with hydrogen for three times
  2. filtrationthe reaction mixture was filtered
  3. washthe filter cake was washed with methanol
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-08587bb78867441481980e766d248433
Source dataset
uspto-grants-2016_03
Patent number
US09273052B2

Reaction notes

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