Methanol → HCID 57562612, compound

HRID 1725475Notes

Reaction equation

HRID 1725475 reaction equation
[CH3:1][Si:2]([CH3:24])([CH3:23])[CH2:3][CH2:4][O:5][CH2:6][N:7]1[CH:11]=[CH:10][C:9]([NH:12][C:13]2[N:18]=[C:17]([C:19]([O:21]C)=[O:20])[CH:16]=[N:15][CH:14]=2)=[N:8]1.O1CCCC1.CO.[OH-].[Na+]>C(OCC)(=O)C>[CH3:1][Si:2]([CH3:24])([CH3:23])[CH2:3][CH2:4][O:5][CH2:6][N:7]1[CH:11]=[CH:10][C:9]([NH:12][C:13]2[N:18]=[C:17]([C:19]([OH:21])=[O:20])[CH:16]=[N:15][CH:14]=2)=[N:8]1

Participants

6

Reactant 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 57562648HCID 57562648, compound

Product 1

HCID 57562612HCID 57562612, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a mixture of 52 mg of methyl 6-((1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-3-yl)amino)pyrazine-2-carboxylate, 0.5 ml of tetrahydrofuran and 1 ml of methanol was added an aqueous sodium hydroxide solution (1.0 M, 0.5 ml), followed by stirring at room temperature for 15 hours. The obtained reaction solution was diluted with ethyl acetate, and then washed with aqueous ammonium chloride and brine. The organic layer was dried over anhydrous magnesium sulfate and filtered, and filtrate was concentrated to give the title compound.

Workup

  1. customThe obtained reaction solution
  2. washwashed with aqueous ammonium chloride and brine
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationfiltrate was concentrated

Sources & evidence

ORD record
ord-37ed9c79280f4ade880e9b940e25bdc4
Source dataset
uspto-grants-2009_02
Patent number
US07491720B2

Reaction notes

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