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

HRID 1893403Notes

Reaction equation

HRID 1893403 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.[H][H].[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

5

Reactant 1

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

Product 1

HCID 147199282-(trifluoromethyl)-5H,6H,7H,8H-imidazo[1,2-a]pyrazineYield 94%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

2-(Trifluoromethyl)imidazo[1,2-a]pyrazine (1.63 g, 8.71 mmol) was dissolved in methanol (70 mL) and hydrogenated at RT under 1 atm hydrogen over 10% palladium on carbon paste (0.464 g, 0.436 mmol) for 16 h. The catalyst was filtered and the filtrate concentrated to an oil that solidified upon standing to a waxy solid 2-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine (1.56 g, 8.16 mmol, 94% yield).

Workup

  1. filtrationThe catalyst was filtered
  2. concentrationthe filtrate concentrated to an oil that

Sources & evidence

ORD record
ord-367e943749724d36ab0ec74c63e63ea0
Source dataset
uspto-grants-2013_08
Patent number
US08513248B2

Reaction notes

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