Methyl iodide → Methyl 3-(2-trimethylammoniomethylpyrrol-1-yl)benzoate iodide

HRID 399817Notes

Reaction equation

HRID 399817 reaction equation
[CH3:1][I:2].[CH3:3][N:4]([CH2:6][C:7]1[N:8]([C:12]2[CH:13]=[C:14]([CH:19]=[CH:20][CH:21]=2)[C:15]([O:17][CH3:18])=[O:16])[CH:9]=[CH:10][CH:11]=1)[CH3:5]>C(OCC)(=O)C>[I-:2].[CH3:3][N+:4]([CH2:6][C:7]1[N:8]([C:12]2[CH:13]=[C:14]([CH:19]=[CH:20][CH:21]=2)[C:15]([O:17][CH3:18])=[O:16])[CH:9]=[CH:10][CH:11]=1)([CH3:1])[CH3:5]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 18945174Methyl 3-(2-dimethylaminomethylpyrrol-1-yl)benzoate

Product 1

HCID 18945213Methyl 3-(2-trimethylammoniomethylpyrrol-1-yl)benzoate iodide

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Methyl iodide (4.8 ml) was added dropwise to the mixture of methyl 3-(2-dimethylaminomethylpyrrol-1-yl)benzoate (10.0 g) and ethyl acetate (50 ml) at ambient temperature, and the mixture was stirred for 2 hours at the same temperature. The isolated precipitate was collected by filtration and dried to give methyl 3-(2-trimethylammoniomethylpyrrol-1-yl)benzoate iodide (13.52 g).

Workup

  1. filtrationThe isolated precipitate was collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-7465e130f7fb48ee8a32717c8f41abaf
Source dataset
uspto-grants-1998_10
Patent number
US05824691

Reaction notes

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