Methyl iodide → 3-methyl-1-{4H,5H,6H,7H-thieno[3,2-c]pyridine-5-carbonyl}-1H-imidazol-3-ium iodide

HRID 72836Notes

Reaction equation

HRID 72836 reaction equation
[CH3:1][I:2].[S:3]1[C:11]2[CH2:10][CH2:9][N:8]([C:12]([N:14]3[CH:18]=[CH:17][N:16]=[CH:15]3)=[O:13])[CH2:7][C:6]=2[CH:5]=[CH:4]1>C(#N)C>[I-:2].[S:3]1[C:11]2[CH2:10][CH2:9][N:8]([C:12]([N:14]3[CH:18]=[CH:17][N+:16]([CH3:1])=[CH:15]3)=[O:13])[CH2:7][C:6]=2[CH:5]=[CH:4]1

Participants

4

Reactant 2

HCID 6328Methyl iodide2×HCID 401269306,7-Dihydrothieno[3,2-C]pyridin-5(4h)-Yl(1h-Imidazol-1-Yl)methanone

Product 1

HCID 433279633-methyl-1-{4H,5H,6H,7H-thieno[3,2-c]pyridine-5-carbonyl}-1H-imidazol-3-ium iodide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Methyl iodide (50 μL) is added to a solution of (6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)imidazol-1-yl-methanone (100 mg) in acetonitrile (5 mL) at room temperature. The solution is stirred for 5 h, before more methyl iodide (100 μL) is added. After stirring the solution for another 10 h, the solution is concentrated to give the crude title compound that is used without further purification.

Workup

  1. additionis added
  2. concentrationthe solution is concentrated

Sources & evidence

ORD record
ord-f8805f8b99cf4f988256f5aeb006b147
Source dataset
uspto-grants-2014_09
Patent number
US08829027B2

Reaction notes

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