Methyl iodide → 3-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazol-3-yl)-5-cyclopentyl-1-methyl-1H-1,2,4-triazole

HRID 254830Notes

Reaction equation

HRID 254830 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=3[Cl:20])[N:11]=[C:10]([C:21]3[N:25]=[C:24]([CH:26]4[CH2:30][CH2:29][CH2:28][CH2:27]4)[NH:23][N:22]=3)[C:9]=2[CH3:31])=[CH:4][CH:3]=1.I[CH3:33].[OH-].[K+]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=3[Cl:20])[N:11]=[C:10]([C:21]3[N:25]=[C:24]([CH:26]4[CH2:30][CH2:29][CH2:28][CH2:27]4)[N:23]([CH3:33])[N:22]=3)[C:9]=2[CH3:31])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 248103323-(5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazol-3-yl)-5-cyclopentyl-1H-1,2,4-triazole

Product 1

HCID 248106403-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazol-3-yl)-5-cyclopentyl-1-methyl-1H-1,2,4-triazoleYield 82.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-(5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazol-3-yl)-5-cyclopentyl-1H-1,2,4-triazole (400 mg, 0.82 mmol), iodomethane (0.19 ml, 2.5 mmol) and potassium hydroxide (138 mg, 2.5 mmol) dissolved in methanol (3 ml) was placed in a round bottom flask, stirred at room temperature for 1 day. After evaporation of the volatile solvent, the crude residue was purified by column chromatography to obtain the title compound (330 mg, 80%) as white solid.

Workup

  1. customwas placed in a round bottom flask
  2. customAfter evaporation of the volatile solvent
  3. customthe crude residue was purified by column chromatography

Sources & evidence

ORD record
ord-63283c1121c44109a826a67e7bf699fa
Source dataset
uspto-grants-2011_01
Patent number
US07875647B2

Reaction notes

Loading…