Trimethylsilyl iodide → HCID 68527755, compound

HRID 1178886Notes

Reaction equation

HRID 1178886 reaction equation
[C:1]([NH:5][C:6]([C:8]1([CH:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)[CH2:14][CH:13]2[N:15](C(OCC)=O)[CH:10]([CH2:11][CH2:12]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[I:27][Si](C)(C)C>C(Cl)Cl>[I-:27].[C:1]([NH:5][C:6]([C:8]1([CH:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)[CH2:14][CH:13]2[NH2+:15][CH:10]([CH2:11][CH2:12]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 85247Trimethylsilyl iodideHCID 58695796HCID 58695796, compound

Product 1

HCID 68527755HCID 68527755, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of ethyl 3-[(tert-butylamino)carbonyl]-3-cyclohexyl-8-azabicyclo[3.2.1]octane-8-carboxylate (1-8) (1.00 g, 2.74 mmol) in DCM (20.0 mL) was slowly added iodotrimethylsilane (2.20 g, 11.0 mmol). The mixture was stirred at room temperature overnight. The solvents were removed under vacuum and the solid was washed with ether (2×5 mL) to give (1-9 as a yellow solid.

Workup

  1. customThe solvents were removed under vacuum
  2. washthe solid was washed with ether (2×5 mL)

Sources & evidence

ORD record
ord-dcb7e2cf78c24bd7b36d1a51ff1cfd5d
Source dataset
uspto-grants-2007_10
Patent number
US07276520B2

Reaction notes

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