Lithium → 2-[4-(4-Methoxy-phenyl)-2-phenyl-imidazol-1-yl]-1-(4-pyridin-2-yl-piperazin-1-yl)-ethanone

HRID 84774Notes

Reaction equation

HRID 84774 reaction equation
[Li].C[Si]([NH-])(C)C.Br[CH2:8][C:9]([N:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)[CH2:13][CH2:12]1)=[O:10].[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]2[N:32]=[C:33]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[NH:34][CH:35]=2)=[CH:27][CH:26]=1>C1COCC1.CN(C=O)C>[CH3:23][O:24][C:25]1[CH:26]=[CH:27][C:28]([C:31]2[N:32]=[C:33]([C:36]3[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=3)[N:34]([CH2:8][C:9]([N:11]3[CH2:16][CH2:15][N:14]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=4)[CH2:13][CH2:12]3)=[O:10])[CH:35]=2)=[CH:29][CH:30]=1

Participants

7

Reactant 4

HCID 3028194LithiumHCID 53627528(Trimethylsilyl)amideHCID 636800312-Bromo-1-(4-pyridin-2-yl-piperazin-1-yl)-ethanoneHCID 178488774HCID 178488774, compound

Product 1

HCID 715856102-[4-(4-Methoxy-phenyl)-2-phenyl-imidazol-1-yl]-1-(4-pyridin-2-yl-piperazin-1-yl)-ethanoneYield 64.8%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolvent

Procedure

250 μl 1 mol/L lithium his (trimethylsilyl) amide solution in THF was added to 29 mg 2-bromo-1-(4-pyridin-2-yl-piperazin-1-yl)-ethanone in 1 mL DMF. The mixture was stirred 10 min at RT and 28 mg 4-(4-methoxy-phenyl)-2-phenyl-1H-imidazole was added. The reaction was stirred 2 h at 60° C. The mixture was purified by HPLC to give 30 mg desired product.

Workup

  1. stirringThe reaction was stirred 2 h at 60° C
  2. customThe mixture was purified by HPLC

Sources & evidence

ORD record
ord-3ffe7ad3ac3644b8b854a1e7af40ad10
Source dataset
uspto-grants-2014_09
Patent number
US08846948B2

Reaction notes

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