Potassium Iodide → HCID 19434322, compound

HRID 1735719Notes

Reaction equation

Cl[CH2:2][CH2:3][CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:12]=2)[C:7]([CH2:19][N:20]2[CH:24]=[CH:23][N:22]=[CH:21]2)=[CH:6]1.[C:25]1([CH:31]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[N:32]2[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CN(C=O)C.C(OCC)(=O)C.O>[CH:31]([N:32]1[CH2:37][CH2:36][N:35]([CH2:2][CH2:3][CH2:4][N:5]2[C:13]3[C:8](=[CH:9][CH:10]=[C:11]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:12]=3)[C:7]([CH2:19][N:20]3[CH:24]=[CH:23][N:22]=[CH:21]3)=[CH:6]2)[CH2:34][CH2:33]1)([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

Conditions

Temperature: 80 °C

Procedure

1-(3-Chloropropyl)-6-ethoxycarbonyl-3-(1H-imidazol-1-ylmethyl)-1H-indole (1.5 g) was dissolved in DMF (15 ml), and thereto were added 1-diphenylmethylpiperazine (1.59 g), potassium carbonate (1.28 g), and potassium iodide (145 mg), followed b stirring at 80° C. for 16 hours. Water and ethyl acetate we added to the reaction mixture for extraction, followed by washing with saturated brine. After drying over anhydrous sodium sulfate, the solvent was distilled away under reduced pressure. The residue was purified by silica gel column chromatography (Daisogel 60 g, elution; CHCl3 /MeOH=10/1) to give 2.4 g of the title compound as an oily substance.

Workup

washby washing with saturated brine
dry with materialAfter drying over anhydrous sodium sulfate
distillationthe solvent was distilled away under reduced pressure
customThe residue was purified by silica gel column chromatography (Daisogel 60 g, elution; CHCl3 /MeOH=10/1)

Sources & evidence

ORD record: ord-d9d945a0a12a4fd6bb7026dea944daec
Source dataset: uspto-grants-1996_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05538973

Reaction notes

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