Potassium Iodide → HCID 11166846, compound

HRID 1840968Notes

Reaction equation

HRID 1840968 reaction equation
[CH2:1]([O:3][CH2:4][CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([CH:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[CH:7]1)[CH3:2].C[O:22][C:23](=[O:35])[C:24]1[CH:29]=[C:28]([CH3:30])[CH:27]=[CH:26][C:25]=1[O:31][CH2:32][CH2:33]Cl.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>>[CH2:1]([O:3][CH2:4][CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([CH:15]2[CH2:16][CH2:17][N:18]([CH2:33][CH2:32][O:31][C:25]3[CH:26]=[CH:27][C:28]([CH3:30])=[CH:29][C:24]=3[C:23]([OH:35])=[O:22])[CH2:19][CH2:20]2)=[CH:7]1)[CH3:2]

Participants

5

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 99036001-(2-ethoxyethyl)-3-piperidin-4-yl-1H-indoleHCID 54382511HCID 54382511, compound

Product 1

HCID 11166846HCID 11166846, compound

Procedure

This compound was prepared following the procedure described in Example 152 (parts D and E) starting with 0.85 g (3.1 mmol) of 1-(2-ethoxyethyl)-3-piperidin-4-yl-1H-indole, 0.97 g (4.0 mmol) of 2-(2-chloroethoxy)-5-methyl-benzoic acid methyl ester, 0.65 g (4.7 mmol) of potassium carbonate and 0.38 g (2.3 mmol) of potassium iodide. After the saponication and purification through silica gel 0.52 g (36%) of the corresponding carboxylic acid were obtained.

Workup

  1. customThis compound was prepared
  2. customAfter the saponication and purification through silica gel 0.52 g (36%) of the corresponding carboxylic acid
  3. customwere obtained

Sources & evidence

ORD record
ord-73fb42c9b46442688388a43909c5fe85
Source dataset
uspto-grants-2004_01
Patent number
US06683096B2

Reaction notes

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