Ethyl Acetate → HCID 59574725, compound

HRID 2092054Notes

Reaction equation

HRID 2092054 reaction equation
[CH3:1][Si:2]([CH3:16])([CH3:15])[CH2:3][CH2:4][O:5][CH2:6][N:7]1[CH:11]=[C:10]([C:12](=[O:14])[CH3:13])[CH:9]=[N:8]1.[BH4-].[Na+].C(OCC)(=O)C>CO>[CH3:15][Si:2]([CH3:1])([CH3:16])[CH2:3][CH2:4][O:5][CH2:6][N:7]1[CH:11]=[C:10]([CH:12]([OH:14])[CH3:13])[CH:9]=[N:8]1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 4311764Sodium borohydrideHCID 595743441-[1-[[2-(Trimethylsilyl)ethoxy]methyl]-1H-pyrazol-4-yl]ethanone

Product 1

HCID 59574725HCID 59574725, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-(1-{[2-(Trimethylsilyl)ethoxy]methyl}-1H-pyrazol-4-yl)ethanone (39.7 mg, 0.17 mmol) in methanol (2 mL) was mixed with sodium borohydride (12.5 mg, 0.34 mmol) and stirred at room temperature for 90 minutes. After completion of the reaction, the reaction solution was mixed with ethyl acetate and washed with saturated aqueous sodium chloride. The organic layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure. The resulting crude reaction product containing the desired product was used for the next step (43.7 mg).

Workup

  1. customAfter completion of the reaction
  2. washwashed with saturated aqueous sodium chloride
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. customevaporated under reduced pressure
  5. customThe resulting crude reaction product

Sources & evidence

ORD record
ord-fa028201fb1044b3b60fecf7d9743192
Source dataset
uspto-grants-2013_05
Patent number
US08440666B2

Reaction notes

Loading…