Sodium ethoxide → Ethyl 6-cyclopropylpyrazine-2-carbimidate

HRID 931107Notes

Reaction equation

HRID 931107 reaction equation
[O-:1][CH2:2][CH3:3].[Na+].[CH:5]1([C:8]2[N:13]=[C:12]([C:14]#[N:15])[CH:11]=[N:10][CH:9]=2)[CH2:7][CH2:6]1>C(O)C>[CH:5]1([C:8]2[N:13]=[C:12]([C:14](=[NH:15])[O:1][CH2:2][CH3:3])[CH:11]=[N:10][CH:9]=2)[CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 898540196-Cyclopropylpyrazine-2-carbonitrile

Product 1

HCID 89853280Ethyl 6-cyclopropylpyrazine-2-carbimidateYield 126.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium ethoxide (140 mg, 2.06 mmol) was added to a solution of 6-cyclopropylpyrazine-2-carbonitrile (150 mg, 1.03 mmol) in ethanol (6 mL) at room temperature. The reaction mixture was stirred at room temperature for 1 h. The solvent was removed under reduced pressure. The residue was partitioned between water and ethyl acetate. The organics were dried over sodium sulfate and concentrated under reduced pressure to afford the title compound (250 mg). MS (ES+) (M+H) 192.1012

Workup

  1. customThe solvent was removed under reduced pressure
  2. customThe residue was partitioned between water and ethyl acetate
  3. dry with materialThe organics were dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ba63df32974e4e66958fbfae49e03872
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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