Imidazole → HCID 18359862, compound

HRID 382596Notes

Reaction equation

HRID 382596 reaction equation
[OH:1][CH2:2][C:3]1[N:4]2[CH:10]=[N:9][CH:8]=[C:5]2[S:6][CH:7]=1.N1C=CN=C1.[Si:16](Cl)([C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:18])[CH3:17]>CN(C=O)C.C(OCC)(=O)C>[Si:16]([O:1][CH2:2][C:3]1[N:4]2[CH:10]=[N:9][CH:8]=[C:5]2[S:6][CH:7]=1)([C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:18])[CH3:17]

Participants

6

Reactant 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 15428311HCID 15428311, compound

Product 1

HCID 18359862HCID 18359862, compoundYield 98.8%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To an ice-cooled solution of 3.39 g of 3-hydroxymethylimidazo[5,1-b]thiazole in 22 ml of DMF were added 1.95 g of imidazole and 3.81 g of t-butyldimethylsilyl chloride. After the reaction mixture was reacted at room temperature for 6 hours, it was diluted with 150 ml of ethyl acetate, and washed three times with saline. The organic layer was dried over anhydrous magnesium sulfate, the solvent was removed under reduced pressure to give 5.83 g of 3-(t-butyldi methylsilyloxy)methylimidazo[5,1-b]thiazole.

Workup

  1. customAfter the reaction mixture was reacted at room temperature for 6 hours
  2. washwashed three times with saline
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-bd2df38029b74681b327d473350f7a23
Source dataset
uspto-grants-2001_10
Patent number
US06310056B1

Reaction notes

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