Water → HCID 178503344, compound

HRID 1728579Notes

Reaction equation

HRID 1728579 reaction equation
[H-].[Na+].[SH:3][C:4]1[NH:13][C:7]2=[N:8][CH:9]=[CH:10][C:11]([CH3:12])=[C:6]2[N:5]=1.I[CH3:15].O>CN(C)C=O>[CH3:12][C:11]1[CH:10]=[CH:9][N:8]=[C:7]2[NH:13][C:4]([S:3][CH3:15])=[N:5][C:6]=12

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 178428362HCID 178428362, compound

Product 1

HCID 178503344HCID 178503344, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

130 mg of sodium hydride was dropwise added at room temperature to a solution of 500 mg of 2-mercapto-7-methyl-3H-imidazo[4,5-b]pyridine in dimethylformamide. The mixture was stirred for 10 min, and 0.21 ml of iodomethane was added thereto, followed by reaction for 30 min. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was dried over magnesium sulfate, and the solvent was distilled off in vacuo. The resultant solid was washed with a small amount of ethyl acetate to prepare 210 mg of 7-methyl-2-methylthio-3H-imidazo[4,5-b]pyridine as a mud yellow solid.

Workup

  1. customfollowed by reaction for 30 min
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe extract was dried over magnesium sulfate
  4. distillationthe solvent was distilled off in vacuo
  5. washThe resultant solid was washed with a small amount of ethyl acetate
  6. customto prepare 210 mg of 7-methyl-2-methylthio-3H-imidazo[4,5-b]pyridine as a mud yellow solid

Sources & evidence

ORD record
ord-f7f9de8ba8454c6c9bcd2c1db10ca487
Source dataset
uspto-grants-1994_07
Patent number
US05328911

Reaction notes

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