HCID 19074100, compound → HCID 19074096, compound

HRID 964906Notes

Reaction equation

HRID 964906 reaction equation
[C:1]([C:4]1[C:5]([C:10]([F:13])([F:12])[F:11])=[N:6][CH:7]=[N:8][CH:9]=1)(=[O:3])[CH3:2].B.[Na]>CO>[OH:3][CH:1]([C:4]1[C:5]([C:10]([F:13])([F:12])[F:11])=[N:6][CH:7]=[N:8][CH:9]=1)[CH3:2]

Participants

4

Reactant 2

HCID 19074100HCID 19074100, compoundHCID 178418435HCID 178418435, compound

Product 1

HCID 19074096HCID 19074096, compoundYield 39.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.5 g of 5-acetyl-4-trifluoromethylpyrimidine was dissolved in 10 ml of dry methanol. 0.03 g of sodium boron hydride was added, and the mixture was stirred for 30 minutes under cooling with ice, and then further stirred overnight at room temperature. After the completion of the reaction, the solvent was distilled off, and 40 ml of a 1:1 solvent mixture of chloroform/water was added for chloroform extraction. After the chloroform layer was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. After purification by column chromatography, 0.2 g of the desired product was obtained as a viscous liquid. nD19.9 1.4549

Workup

  1. temperatureunder cooling with ice
  2. customfurther stirred overnight
  3. customat room temperature
  4. customAfter the completion of the reaction
  5. distillationthe solvent was distilled off
  6. addition40 ml of a 1:1 solvent mixture of chloroform/water
  7. additionwas added for chloroform extraction
  8. dry with materialAfter the chloroform layer was dried over anhydrous sodium sulfate
  9. distillationthe solvent was distilled off under reduced pressure
  10. customAfter purification by column chromatography

Sources & evidence

ORD record
ord-3711edd49c4a4b4daddec92c7987b91c
Source dataset
uspto-grants-1998_06
Patent number
US05773388

Reaction notes

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