Trifluoroacetic acid → HCID 57815319, compound

HRID 1510677Notes

Reaction equation

HRID 1510677 reaction equation
[O:1]1CCO[CH:2]1[CH2:6][N:7]1[C:12]2[N:13]=[C:14]([O:17][CH3:18])[N:15]=[CH:16][C:11]=2[CH:10]=[CH:9][C:8]1=[O:19].FC(F)(F)C(O)=O.C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl>[CH3:18][O:17][C:14]1[N:15]=[CH:16][C:11]2[CH:10]=[CH:9][C:8](=[O:19])[N:7]([CH2:6][CH:2]=[O:1])[C:12]=2[N:13]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 57815351HCID 57815351, compound

Product 1

HCID 57815319HCID 57815319, compoundYield 126.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To 0.20 g of 8-(1,3-dioxolan-2-ylmethyl)-2-methoxypyrido(2,3-d)pyrimidin-7(8H)-one, 5 mL of an 80% aqueous trifluoroacetic acid solution was added, and the mixture was stirred at room temperature for 8 hours. To the reaction mixture, a saturated aqueous sodium hydrogen carbonate solution and chloroform were added. The organic layer was separated, and the aqueous layer was extracted with chloroform. The organic layer and the extract were combined, the resultant solution was washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain 0.21 g of (2-methoxy-7-oxopyrido(2,3-d)pyrimidin-8(7H)-yl)acetaldehyde as a yellow oily substance.

Workup

  1. customThe organic layer was separated
  2. extractionthe aqueous layer was extracted with chloroform
  3. washthe resultant solution was washed with a saturated aqueous sodium chloride solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-838778f5924144068296f955c48f6952
Source dataset
uspto-grants-2012_07
Patent number
US08211908B2

Reaction notes

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