Piperidine → Methyl 5-(piperidin-1-yl)pyrazine-2-carboxylate

HRID 639309Notes

Reaction equation

HRID 639309 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[N:9][C:8](OS(C)(=O)=O)=[CH:7][N:6]=1)=[O:4].[NH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1>>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[N:9][C:8]([N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[CH:7][N:6]=1)=[O:4]

Participants

3

Reactant 2

HCID 8082PiperidineHCID 866195215-Methanesulfonyloxy-pyrazine-2-carboxylic acid methyl ester

Product 1

HCID 45790075Methyl 5-(piperidin-1-yl)pyrazine-2-carboxylate

Procedure

A mixture of 1 g (4.3 mmol) 5-methanesulfonyloxy-pyrazine-2-carboxylic acid methyl ester and 0.733 (8.6 mmol) piperidine was shaken at room temperature for 4 h. Subsequent purification on silica eluting with a gradient formed from DCM and methanol yielded after evaporation of the product fractions 0.625 g (66%) of the title compound as light yellow crystals. m/z (ES+): 222.0 (M+H).

Workup

  1. customSubsequent purification on silica eluting with a gradient
  2. customformed from DCM and methanol
  3. customyielded
  4. customafter evaporation of the product fractions 0.625 g (66%) of the title compound as light yellow crystals

Sources & evidence

ORD record
ord-f0955b93db0f4b479f8c9ee964460b5f
Source dataset
uspto-grants-2010_04
Patent number
US07691863B2

Reaction notes

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