Methyl iodide → 4-[[Acetyl[3-(1,1-dimethylethyl)-4-(tetradecyloxy)benzoyl]amino]methyl]-1-methylpyridinium iodide

HRID 248035Notes

Reaction equation

HRID 248035 reaction equation
[C:1]([N:4]([CH2:32][C:33]1[CH:38]=[CH:37][N:36]=[CH:35][CH:34]=1)[C:5](=[O:31])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[C:8]([C:27]([CH3:30])([CH3:29])[CH3:28])[CH:7]=1)(=[O:3])[CH3:2].[CH3:39][I:40]>>[I-:40].[C:1]([N:4]([CH2:32][C:33]1[CH:34]=[CH:35][N+:36]([CH3:39])=[CH:37][CH:38]=1)[C:5](=[O:31])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[C:8]([C:27]([CH3:28])([CH3:29])[CH3:30])[CH:7]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 10481861N-Acetyl-3-(1,1-dimethylethyl)-4-(tetradecyloxy)-N-(4-pyridinylmethyl)benzamide

Product 1

HCID 104845364-[[Acetyl[3-(1,1-dimethylethyl)-4-(tetradecyloxy)benzoyl]amino]methyl]-1-methylpyridinium iodideYield 97.5%

Procedure

A mixture of 0.225 g of product from Example 138 and 6.11 g of methyl iodide is heated in a sealed tube, in the dark, at 105° C. for 18 hours. The reaction is concentrated in vacuo to give 0.279 g of the desired product as orange crystals.

Workup

  1. temperatureis heated in a sealed tube
  2. concentrationThe reaction is concentrated in vacuo

Sources & evidence

ORD record
ord-b2b80013b89545fba021af8cc5b6ac34
Source dataset
uspto-grants-1993_05
Patent number
US05208247

Reaction notes

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