Sodium Bicarbonate → HCID 57642815, compound

HRID 2112906Notes

Reaction equation

HRID 2112906 reaction equation
C([O-])(=[O:3])C.[Na+].C(=O)(O)[O-].[Na+].[C:11]([O:15][C:16]([N:18]1[CH2:23][CH2:22][N:21]([C:24]2[N:32]=[CH:31][N:30]=[C:29]3[C:25]=2[N:26]=[C:27](Cl)[N:28]3[CH3:33])[CH2:20][CH2:19]1)=[O:17])([CH3:14])([CH3:13])[CH3:12]>CS(C)=O>[C:11]([O:15][C:16]([N:18]1[CH2:23][CH2:22][N:21]([C:24]2[N:32]=[CH:31][N:30]=[C:29]3[C:25]=2[NH:26][C:27](=[O:3])[N:28]3[CH3:33])[CH2:20][CH2:19]1)=[O:17])([CH3:14])([CH3:13])[CH3:12]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 517045Sodium AcetateHCID 57642823HCID 57642823, compound

Product 1

HCID 57642815HCID 57642815, compoundYield 53.5%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
135 °C

Procedure

Sodium acetate (0.168 g) and sodium bicarbonate (0.100 g) were added to a solution of 4-(8-chloro-9-methyl-9H-purin-6-yl)-piperazine-1-carboxylic acid t-butyl ester (0.353 g) in dimethylsulfoxide (5 mL). This was then heated at 135° C. for 64 hours. The reaction solution was filtered, and was directly loaded onto a column for purification by reverse phase high performance liquid chromatography to give the title compound (0.179 g).

Workup

  1. filtrationThe reaction solution was filtered
  2. customwas directly loaded onto a column for purification by reverse phase high performance liquid chromatography

Sources & evidence

ORD record
ord-5a4ef4c5e4ba45bb86a4c5c1510f993a
Source dataset
uspto-grants-2009_04
Patent number
US07524847B2

Reaction notes

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