Sodium Methoxide → 6'-Methoxy-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-carboxylic acid tert-butyl ester

HRID 1820757Notes

Reaction equation

HRID 1820757 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[N:18][CH:17]=[C:16](Cl)[N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:21][O-:22].[Na+]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[N:18][CH:17]=[C:16]([O:22][CH3:21])[N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 10942334Sodium MethoxideHCID 18186946Tert-butyl 4-(6-chloropyrazin-2-YL)piperazine-1-carboxylate

Product 1

HCID 690413416'-Methoxy-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-carboxylic acid tert-butyl ester

Procedure

1 mmol of 6′-Chloro-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid tert-butyl ester [example 4.9(a)] was dissolved in a solution of sodium methanolate (prepared by dissolving 1 mmol of sodium in 10 ml of methanol). The mixture was heated overnight to 70°, concentrated and the product purified by chromatography (SiO2; dichloromethane/methanol 99:1) to yield the title compound as a colorless foam. MS (m/e): 295.3 (MH+, 100%)

Workup

  1. temperatureThe mixture was heated overnight to 70°
  2. concentrationconcentrated
  3. customthe product purified by chromatography (SiO2; dichloromethane/methanol 99:1)

Sources & evidence

ORD record
ord-793d9dd2792c4c08b38c6ffbdccfb7f9
Source dataset
uspto-grants-2009_10
Patent number
US07605163B2

Reaction notes

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