Methyl iodide → HCID 178503359, compound

HRID 587533Notes

Reaction equation

HRID 587533 reaction equation
[NH:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[N:3]=[C:2]1[SH:10].[C:11](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[CH3:11][S:10][C:2]1[NH:1][C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[N:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178527813HCID 178527813, compound

Product 1

HCID 178503359HCID 178503359, compoundYield 93.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 1H-imidazo[4,5-c]pyridine-2-thiol (4 g) in acetone (50 mL) were added potassium carbonate (11 g) and MeI (1.8 mL). After stirring for 3 h, the mixture was filtered. The filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, eluted with 10%-70% EtOAc in hexane) to give 2-(methylsulfanyl)-1H-imidazo[4,5-c]pyridine (4.07 g) as a yellow solid.

Workup

  1. filtrationthe mixture was filtered
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by column chromatography (silica gel, eluted with 10%-70% EtOAc in hexane)

Sources & evidence

ORD record
ord-0ea86daf2160422f99a18431c7d299ba
Source dataset
uspto-grants-2016_01
Patent number
US09226921B2

Reaction notes

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