Methyl iodide → HCID 58230636, compound

HRID 910301Notes

Reaction equation

HRID 910301 reaction equation
[H-].[Na+].[Br:3][C:4]1[N:9]=[C:8]([NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH:7]=[CH:6][CH:5]=1.[CH3:18]I>CN(C)C=O.O>[Br:3][C:4]1[N:9]=[C:8]([N:10]([CH3:18])[C:11](=[O:17])[O:12][C:13]([CH3:14])([CH3:16])[CH3:15])[CH:7]=[CH:6][CH:5]=1

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 13040380Tert-butyl (6-bromopyridin-2-YL)carbamate

Product 1

HCID 58230636HCID 58230636, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

6.9 g (17.2 mmol) of 60% sodium hydride in oil are added portionwise to a solution of 39 g (14.3 mmol) of tert-butyl (6-bromopyrid-2-yl)carbamate in 400 ml of dimethylformamide. After stirring for 20 minutes at room temperature, 17.8 ml (28.6 mmol) of methyl iodide are added dropwise. The reaction medium is stirred at room temperature for 18 hours, taken up in water and extracted with ethyl acetate. The organic phase is dried over magnesium sulfate, filtered and evaporated.

Workup

  1. stirringThe reaction medium is stirred at room temperature for 18 hours
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic phase is dried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-70b909cda9134ebe8da2cc6d005ab704
Source dataset
uspto-grants-2011_09
Patent number
US08022079B2

Reaction notes

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