Methyl iodide → HCID 86589184, compound

HRID 1179684Notes

Reaction equation

HRID 1179684 reaction equation
[CH3:1][I:2].[C:3]([Si:7]([CH3:23])([CH3:22])[O:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]([N:17]2[CH:21]=[CH:20][N:19]=[CH:18]2)=[O:16])[CH2:11][CH2:10]1)([CH3:6])([CH3:5])[CH3:4]>C(#N)C>[I-:2].[C:3]([Si:7]([CH3:23])([CH3:22])[O:8][CH:9]1[CH2:10][CH2:11][N:12]([C:15]([N:17]2[CH:21]=[CH:20][N+:19]([CH3:1])=[CH:18]2)=[O:16])[CH2:13][CH2:14]1)([CH3:6])([CH3:5])[CH3:4]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 22047954HCID 22047954, compound

Product 1

HCID 86589184HCID 86589184, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Methyl iodide (113.5 g, 0.80 mol) was added to a stirred solution of [4-(tert-butyl-dimethyl-silanyloxy)-piperidin-1-yl]-imidazol-1-yl-methanone (61.9 g, 0.20 mol) in acetonitrile (400 mL). After stirring overnight at room temperature the solvent was evaporated in vacuo. The residue was washed with ethyl acetate:heptane and dried in a vacuum oven at 45° C., yielding the title compound (60.92 g, 68% yield over three steps) as a white solid

Workup

  1. customwas evaporated in vacuo
  2. washThe residue was washed with ethyl acetate
  3. dry with materialheptane and dried in a vacuum oven at 45° C.

Sources & evidence

ORD record
ord-1049bff292694bd0b4779ceed561c483
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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