Methyl iodide → HCID 76850078, compound

HRID 469816Notes

Reaction equation

HRID 469816 reaction equation
[Br:1][C:2]1[C:7]2[O:8][C:9]([SH:11])=[N:10][C:6]=2[CH:5]=[CH:4][N:3]=1.[C:12]([O-])([O-])=O.[K+].[K+].CI>CN(C=O)C>[Br:1][C:2]1[C:7]2[O:8][C:9]([S:11][CH3:12])=[N:10][C:6]=2[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178527807HCID 178527807, compound

Product 1

HCID 76850078HCID 76850078, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1.21 g (5.24 mmol) 4-bromo-oxazolo[5,4-c]pyridine-2-thiol, 0.8 g (5.76 mmol) K2CO3, 0.9 g (6.28 mmol) MeI in 12 ml DMF is stirred at room temperature for 1 h. The reaction mixture is then poured on water and extracted 2× with EtOAc. The combined organic layers are washed with water and saturated NaCl solution, dried over MgSO4, filtered and the filtrate is concentrated in vacuo to afford the title compound in quantitative yield.

Workup

  1. additionThe reaction mixture is then poured on water
  2. extractionextracted 2× with EtOAc
  3. washThe combined organic layers are washed with water and saturated NaCl solution
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationthe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-9fd39bf7c0d9484f9de8aa3fba3862f6
Source dataset
uspto-grants-2014_01
Patent number
US08629168B2

Reaction notes

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