Trimethylsilyl iodide → HCID 66867897, compound

HRID 76262Notes

Reaction equation

HRID 76262 reaction equation
[C:1]([N:5]1[CH:9]=[C:8]([CH2:10][C:11]2[O:12][CH:13]=[CH:14][CH:15]=2)/[C:7](=[N:16]/C(=O)OCC)/[S:6]1)([CH3:4])([CH3:3])[CH3:2].[Si](I)(C)(C)C>C(Cl)(Cl)Cl.C(Cl)Cl>[C:1]([N:5]1[CH:9]=[C:8]([CH2:10][C:11]2[O:12][CH:13]=[CH:14][CH:15]=2)[C:7](=[NH:16])[S:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 85247Trimethylsilyl iodideHCID 87184169HCID 87184169, compound

Product 1

HCID 66867897HCID 66867897, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
65 °C

Procedure

The product from Example 50D (300 mg, 0.97 mmol) in chloroform (20 mL) was treated with TMSI (389 mg, 1.95 mmol). The reaction mixture was stirred at 65° C. for 12 hrs, diluted with CH2Cl2, the organic was washed with H2O, dried over MgSO4, filtered and concentrated to afford the title compound. MS (DCI/NH4+) m/z 237 (M+H)+.

Workup

  1. washthe organic was washed with H2O
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-8b984c0a7a9e4e6fb1098f874f7b0fb7
Source dataset
uspto-grants-2014_09
Patent number
US08835475B2

Reaction notes

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