HCID 21714046, compound → HCID 54308999, compound

HRID 650250Notes

Reaction equation

HRID 650250 reaction equation
I([O-])(=O)(=O)=O.[Na+].[C:7]([NH:10][C:11]1[C:16](=[O:17])[N:15]([CH2:18][CH:19]([OH:22])CO)[C:14]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[N:13][CH:12]=1)(=[O:9])[CH3:8]>O1CCCC1>[C:7]([NH:10][C:11]1[C:16](=[O:17])[N:15]([CH2:18][CH:19]=[O:22])[C:14]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[N:13][CH:12]=1)(=[O:9])[CH3:8]

Participants

4

Reactant 2

HCID 21714046HCID 21714046, compoundHCID 23667635Sodium periodate

Product 1

HCID 54308999HCID 54308999, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

An aqueous solution (11.2 ml) of sodium periodate (897 mg, 4.19 mmol) was added to a solution of 3-(5-acetylamino-6-oxo-2-phenyl-1,6-dihydropyrimidine-1-yl)-1,2-propanediol (1.06 g, 3.50 mmol) in tetrahydrofuran (100 ml), and the mixture was stirred overnight at room temperature. The reaction solution was concentrated as such, and after water was added, the product was extracted 3 times with ethyl acetate, and it was washed with saturated saline. After dried over anhydrous sodium sulfate, the organic layer was concentrated under reduced pressure whereby the title compound (800 mg, 84%) was obtained as white solid.

Workup

  1. concentrationThe reaction solution was concentrated as such, and after water
  2. additionwas added
  3. extractionthe product was extracted 3 times with ethyl acetate, and it
  4. washwas washed with saturated saline
  5. dry with materialAfter dried over anhydrous sodium sulfate
  6. concentrationthe organic layer was concentrated under reduced pressure whereby the title compound (800 mg, 84%)
  7. customwas obtained as white solid

Sources & evidence

ORD record
ord-fe11ff02d4f842f9b48bfc73743ca302
Source dataset
uspto-grants-2001_08
Patent number
US06271238B1

Reaction notes

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