Trifluoroacetic acid → HCID 57815339, compound
Reaction equation
[O:1]1CCO[CH:2]1[CH2:6][N:7]1[C:12](=[O:13])[CH:11]=[N:10][C:9]2[CH:14]=[N:15][CH:16]=[CH:17][C:8]1=2.FC(F)(F)C(O)=O>>[O:13]=[C:12]1[CH:11]=[N:10][C:9]2[CH:14]=[N:15][CH:16]=[CH:17][C:8]=2[N:7]1[CH2:6][CH:2]=[O:1]Participants
Procedure
To 95 mg of 1-(1,3-dioxolan-2-ylmethyl)pyrido(3,4-b)pyrazin-2(1H)-one, 4.0 mL of an 80% aqueous trifluoroacetic acid solution was added, and the mixture was stirred at room temperature for 2 hours, and then left overnight. Thereto was added 4.0 mL of an 80% aqueous trifluoroacetic acid solution, and the mixture was stirred at 50 to 70° C. for 6 hours. The reaction mixture was cooled to room temperature, and the solvent was distilled off under reduced pressure. The resultant residue was charged with chloroform and water and adjusted to pH 7.0 with a 1 mol/L aqueous sodium hydroxide solution. 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 dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain 40 mg of (2-oxopyrido(3,4-b)pyrazin-1(2H)-yl)acetaldehyde as a light brown oily substance.
Workup
- waitleft overnight
- stirringthe mixture was stirred at 50 to 70° C. for 6 hours
- temperatureThe reaction mixture was cooled to room temperature
- distillationthe solvent was distilled off under reduced pressure
- additionThe resultant residue was charged with chloroform and water
- customThe organic layer was separated
- extractionthe aqueous layer was extracted with chloroform
- dry with materialthe resultant solution was dried over anhydrous magnesium sulfate
- distillationthe solvent was distilled off under reduced pressure
Sources & evidence
- ORD record
- ord-18b61fba791e4d32a382a48f9690aafa
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08367831B2
Reaction notes
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