Methyl iodide → HCID 11324599, compound

HRID 2112904Notes

Reaction equation

HRID 2112904 reaction equation
[C:1](=O)([O-])[O-].[K+].[K+].CI.[C:9]([O:13][C:14]([N:16]1[CH2:21][CH2:20][N:19]([C:22]2[N:30]=[CH:29][N:28]=[C:27]3[C:23]=2[N:24]=[CH:25][NH:26]3)[CH2:18][CH2:17]1)=[O:15])([CH3:12])([CH3:11])[CH3:10].C(OCC)(=O)C>CN(C)C=O.O>[C:9]([O:13][C:14]([N:16]1[CH2:17][CH2:18][N:19]([C:22]2[N:30]=[CH:29][N:28]=[C:27]3[C:23]=2[N:24]=[CH:25][N:26]3[CH3:1])[CH2:20][CH2:21]1)=[O:15])([CH3:12])([CH3:10])[CH3:11]

Participants

7

Reactant 4

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 178452265HCID 178452265, compound

Product 1

HCID 11324599HCID 11324599, compoundYield 84.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Potassium carbonate (1.52 g) and methyl iodide (0.94 mL) were added to a solution of 4-(9H-purin-6-yl)-piperazine-1-carboxylic acid t-butyl ester (3.04 g) in N,N-dimethylformamide (100 mL), and this was stirred at room temperature for 16 hours. Ethyl acetate (300 mL) and water (100 mL) were added, the organic layer was washed twice with 100 mL of water and then once with 100 mL of saturated aqueous sodium chloride solution, and then dried over anhydrous magnesium sulfate. The organic layer was filtered, and concentrated under reduced pressure to give the title compound (2.70 g).

Workup

  1. washthe organic layer was washed twice with 100 mL of water
  2. dry with materialonce with 100 mL of saturated aqueous sodium chloride solution, and then dried over anhydrous magnesium sulfate
  3. filtrationThe organic layer was filtered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6eacc48393194a61a984d32035b63774
Source dataset
uspto-grants-2009_04
Patent number
US07524847B2

Reaction notes

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