Ethyl Acetate → 3-Ethynyl-imidazo[1,2-A]pyrazine

HRID 1622505Notes

Reaction equation

HRID 1622505 reaction equation
C[Si]([C:5]#[C:6][C:7]1[N:11]2[CH:12]=[CH:13][N:14]=[CH:15][C:10]2=[N:9][CH:8]=1)(C)C.C(OCC)(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[C:6]([C:7]1[N:11]2[CH:12]=[CH:13][N:14]=[CH:15][C:10]2=[N:9][CH:8]=1)#[CH:5]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 667356023-((Trimethylsilyl)ethynyl)imidazo[1,2-a]pyrazine

Product 1

HCID 722072723-Ethynyl-imidazo[1,2-A]pyrazine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-((trimethylsilyl)ethynyl)imidazo[1,2-a]pyrazine (1.39 mol) in 10× volume of Ethyl acetate and 1.5× volume of Methanol is added two and a half equivalents of potassium carbonate at ambient temperature and the solution stirred for 1 hour. Potassium carbonate is filtered off and the organic stream is washed with water and with saturated sodium chloride solution (two or more times).

Workup

  1. filtrationPotassium carbonate is filtered off
  2. washthe organic stream is washed with water and with saturated sodium chloride solution (two or more times)

Sources & evidence

ORD record
ord-790f3703d5c0467fba9ce81c2e428a8c
Source dataset
uspto-grants-2014_07
Patent number
US08778942B2

Reaction notes

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