Methyl iodide → [5-(Ethoxycarbonyl)-1H-pyrrol-3-yl]-N,N,N-trimethyl-methanaminium iodide

HRID 44259Notes

Reaction equation

HRID 44259 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[NH:8][CH:9]=1)[CH3:3].[CH3:15][I:16]>O1CCCC1.C(Cl)Cl>[I-:16].[CH2:13]([O:12][C:10]([C:7]1[NH:8][CH:9]=[C:5]([CH2:4][N+:2]([CH3:15])([CH3:1])[CH3:3])[CH:6]=1)=[O:11])[CH3:14]

Participants

5

Reactant 2

HCID 6328Methyl iodideHCID 66636781Ethyl 4-[(dimethylamino)methyl]-1H-pyrrole-2-carboxylate

Product 1

HCID 86662429[5-(Ethoxycarbonyl)-1H-pyrrol-3-yl]-N,N,N-trimethyl-methanaminium iodide

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the product obtained in Step D (0.3 g) in a mixture of tetrahydrofuran (2.2 ml) and CH2Cl2 (2.2 ml) there is added methyl iodide (0.350 ml). A precipitate appears. The reaction mixture is stirred for one hour at ambient temperature and is then left at 4° C. overnight. The reaction mixture is evaporated to dryness and the residue obtained is used directly in the next Step.

Workup

  1. waitis then left at 4° C. overnight
  2. customThe reaction mixture is evaporated to dryness
  3. customthe residue obtained

Sources & evidence

ORD record
ord-7f981b74c6044b5eb7b7f067d1d18b6f
Source dataset
uspto-grants-2013_09
Patent number
US08541412B2

Reaction notes

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