Sodium Iodide → [4-(2,4-Dimethylphenyl)piperazin-1-yl](6-iodopyridin-3-yl)methanone

HRID 2411298Notes

Reaction equation

HRID 2411298 reaction equation
Br[C:2]1[N:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][C:17]=3[CH3:23])[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[I-:24].[Na+]>[Cu]I>[CH3:23][C:17]1[CH:18]=[C:19]([CH3:22])[CH:20]=[CH:21][C:16]=1[N:13]1[CH2:14][CH2:15][N:10]([C:8]([C:5]2[CH:6]=[N:7][C:2]([I:24])=[CH:3][CH:4]=2)=[O:9])[CH2:11][CH2:12]1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 58484755HCID 58484755, compound

Product 1

HCID 86676763[4-(2,4-Dimethylphenyl)piperazin-1-yl](6-iodopyridin-3-yl)methanoneYield 62.1%

Reagents, catalysts & solvents 1

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)Catalyst

Procedure

Using (6-bromopyridin-3-yl)[4-(2,4-dimethylphenyl)piperazin-1-yl]methanone (487 mg) described in Preparation Example 115, sodium iodide (389 mg) and copper(I) iodide (123 mg) and by the reaction and treatment in the same manner as in Preparation Example 154, the title compound (340.6 mg) was obtained.

Sources & evidence

ORD record
ord-e7f19f13b8dd46d7b4335aae1fe0ab00
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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