tert-Butyldimethylsilyl chloride → HCID 22047954, compound

HRID 1179683Notes

Reaction equation

HRID 1179683 reaction equation
[Si:1](Cl)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[OH:9][CH:10]1[CH2:15][CH2:14][N:13]([C:16]([N:18]2[CH:22]=[CH:21][N:20]=[CH:19]2)=[O:17])[CH2:12][CH2:11]1>CN(C)C=O>[C:4]([Si:1]([CH3:3])([CH3:2])[O:9][CH:10]1[CH2:15][CH2:14][N:13]([C:16]([N:18]2[CH:22]=[CH:21][N:20]=[CH:19]2)=[O:17])[CH2:12][CH2:11]1)([CH3:7])([CH3:6])[CH3:5]

Participants

4

Reactant 2

HCID 28928tert-Butyldimethylsilyl chlorideHCID 22047711(4-Hydroxy-piperidin-1-yl)-imidazol-1-yl-methanone

Product 1

HCID 22047954HCID 22047954, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

tert-Butyidimethylsilyl chloride (30.14 g, 0.20 mol) was added to a stirred solution of (4-hydroxy-piperidin-1-yl)-imidazol-1-yl-methanone (39.05 g, 0.20 mol) in dimethylformamide (200 mL). After stirring for 3 days at room temperature, the solvent was removed by evaporation in vacuo. The residue was redissolved in dichloromethane, extracted twice with water, dried over sodium sulphate, filtered and evaporated in vacuo, yielding the title compound, which was used without further purification.

Workup

  1. customthe solvent was removed by evaporation in vacuo
  2. dissolutionThe residue was redissolved in dichloromethane
  3. extractionextracted twice with water
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-49d9fbcdb4c749e883896c7fc248b130
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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