Methyl iodide → HCID 23508439, compound

HRID 1883690Notes

Reaction equation

HRID 1883690 reaction equation
[CH2:1]([O:8][C:9]1[CH:24]=[CH:23][C:12]([CH2:13][NH:14][C:15]2[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:25]I>>[CH2:1]([O:8][C:9]1[CH:24]=[CH:23][C:12]([CH2:13][N:14]([C:15]2[CH:16]=[CH:17][C:18]([C:19]#[N:20])=[CH:21][CH:22]=2)[CH3:25])=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 23508367HCID 23508367, compound

Product 1

HCID 23508439HCID 23508439, compoundYield 52.7%

Procedure

The procedure of Preparation Example 38 was repeated, except that 314 mg of 4-[N-(4-benzyloxybenzyl)amino]benzonitrile was used in place of 4-[N-(3-pyridyl)amino]benzonitrile, and 142 mg of methyl iodide was used in place of 4-benzyloxybenzyl chloride. The resulting crude product was purified by TLC (using a 2:1 mixture of hexane and ethyl acetate as the developing solvent) to obtain 173 mg of 4-[N-(4-benzyloxybenzyl)-N-methylamino]benzonitrile.

Workup

  1. customThe procedure of Preparation Example 38
  2. customThe resulting crude product was purified by TLC (
  3. additiona 2:1 mixture of hexane and ethyl acetate as the developing solvent)

Sources & evidence

ORD record
ord-45589956ffc24369b05b51bbf76a98f1
Source dataset
uspto-grants-2004_07
Patent number
US06762205B1

Reaction notes

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