Imidazole → HCID 86633411, compound

HRID 1617214Notes

Reaction equation

HRID 1617214 reaction equation
[NH2:1][CH2:2][C@@H:3]([OH:6])[CH2:4][CH3:5].[C:7]([Si:11](Cl)([CH3:13])[CH3:12])([CH3:10])([CH3:9])[CH3:8].N1C=CN=C1>CN(C=O)C>[Si:11]([O:6][C@@H:3]([CH2:4][CH3:5])[CH2:2][NH2:1])([C:7]([CH3:10])([CH3:9])[CH3:8])([CH3:13])[CH3:12]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 6995554(2S)-1-Amino-2-butanol

Product 1

HCID 86633411HCID 86633411, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To the product from step (ii) (310 mg) in DMF (10 mL), tert-butylchlorodimethylsilane (734 mg) was added followed by imidazole (474 mg) and stirred at rt for 24 h. The mixture was washed with water and extracted with EtOAc, dried and the solvent removed to give the subtitle compound as a yellow oil, 610 mg.

Workup

  1. washThe mixture was washed with water
  2. extractionextracted with EtOAc
  3. customdried
  4. customthe solvent removed

Sources & evidence

ORD record
ord-5d32d2228e174c0aad85ed422d86ecff
Source dataset
uspto-grants-2014_07
Patent number
US08765939B2

Reaction notes

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