Triethylamine → 5-Ethylpyrazin-2-amine

HRID 1830767Notes

Reaction equation

HRID 1830767 reaction equation
[C:1]([C:3]1[N:4]=[CH:5][C:6]([NH2:9])=[N:7][CH:8]=1)#[CH:2].C(N(CC)CC)C>C(OCC)(=O)C.[OH-].[OH-].[Pd+2]>[NH2:9][C:6]1[CH:5]=[N:4][C:3]([CH2:1][CH3:2])=[CH:8][N:7]=1

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 22046532HCID 22046532, compound

Product 1

HCID 220463235-Ethylpyrazin-2-amineYield 84%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a stirred solution of 5-ethynyl-2-aminopyrazine (18 mg; 0.151 mmol), in ethyl acetate (500 μL) was added triethylamine (63 μL; 0.45 mmol) and Pd(OH)2 (0.01 mmol; 20% wt on carbon). The reaction was placed under a hydrogen atmosphere at 45 psi and shook for 6 hours. The reaction was filtered and concentrated under reduced pressure to yield an off white solid (84% yield).

Workup

  1. filtrationThe reaction was filtered
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-dbb6cac67e1941b78d57366f97d5dc4d
Source dataset
uspto-grants-2006_06
Patent number
US07067506B2

Reaction notes

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