Methyl iodide → HCID 58230636, compound

HRID 2426315Notes

Reaction equation

HRID 2426315 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-61c9de2eb9254b40976dad23ca9a94c6
Source dataset
uspto-grants-2011_06
Patent number
US07968560B2

Reaction notes

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