tert-Butyldimethylsilyl chloride → HCID 22047954, compound

HRID 1831060Notes

Reaction equation

HRID 1831060 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-Butyldimethylsilyl 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-0d3263e0e4f84ef49d20f6da1017f5e2
Source dataset
uspto-grants-2006_06
Patent number
US07067517B2

Reaction notes

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