Potassium Carbonate → HCID 69155336, compound

HRID 1355415Notes

Reaction equation

HRID 1355415 reaction equation
C([O:4][C@H:5]([CH3:29])[CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:18](=[O:19])[C:17]2[N:16]3[CH2:20][CH2:21][N:22]([CH2:23][O:24][CH2:25][CH3:26])[C:15]3=[N:14][C:13]=2[N:12]([CH3:27])[C:11]1=[O:28])(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[CH2:25]([O:24][CH2:23][N:22]1[C:15]2=[N:14][C:13]3[N:12]([CH3:27])[C:11](=[O:28])[N:10]([CH2:9][CH2:8][CH2:7][CH2:6][C@H:5]([OH:4])[CH3:29])[C:18](=[O:19])[C:17]=3[N:16]2[CH2:20][CH2:21]1)[CH3:26]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 69154097HCID 69154097, compound

Product 1

HCID 69155336HCID 69155336, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of (R)-3-(5-acetoxyhexyl)-7,8-dihydro-8-ethoxymethyl-1-methyl-1H-imidazo[2,1-f]-purine-2,4(3H,6H)-dione (100 mg, 0.245 mmol) and potassium carbonate (51 mg, 0.368 mmol) in methanol (12 ml) was stirred at room temperature for 16 hours. After concentration under reduced pressure, the residue was treated with 1.0 M aqueous ammonium chloride solution (10 ml) and stirred for 1 hour. The solid was filtered, washed with water, and dried under vacuum to provide (R)-7,8-dihydro-8-ethoxymethyl-3-(5-hydroxyhexyl)-1-methyl-1H-imidazo[2,1-f]-purine-2,4(3H,6H)-dione (60 mg, 67% yield) as white powder.

Workup

  1. concentrationAfter concentration under reduced pressure
  2. additionthe residue was treated with 1.0 M aqueous ammonium chloride solution (10 ml)
  3. stirringstirred for 1 hour
  4. filtrationThe solid was filtered
  5. washwashed with water
  6. customdried under vacuum

Sources & evidence

ORD record
ord-020dde6def6f4e8d99b291fed2431349
Source dataset
uspto-grants-2003_07
Patent number
US06586429B2

Reaction notes

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