Potassium Iodide → (6-{[3-(4-Trifluoromethoxy-phenyl)-prop-2-ynylcarbamoyl]-methyl}-indol-1-yl)-acetic acid ethyl ester

HRID 751221

Reaktionsgleichung

Reaktionsgleichung von HRID 751221
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH2:10][C:11]([NH:13][CH2:14][C:15]#[C:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][C:24]([F:27])([F:26])[F:25])=[CH:19][CH:18]=3)=[O:12])[CH:8]=2)[CH:3]=[CH:2]1.[CH2:28]([O:30][C:31](=[O:34])[CH2:32]Br)[CH3:29].C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[K+]>C(#N)C>[CH2:28]([O:30][C:31](=[O:34])[CH2:32][N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH2:10][C:11](=[O:12])[NH:13][CH2:14][C:15]#[C:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][C:24]([F:25])([F:26])[F:27])=[CH:19][CH:18]=3)[CH:8]=2)[CH:3]=[CH:2]1)[CH3:29]

Komponenten

6

Edukt 4

HCID 4875Potassium IodideHCID 7748Ethyl bromoacetateHCID 10796Cesium carbonateHCID 688256642-(1H-Indol-6-yl)-N-[3-(4-trifluoromethoxy-phenyl)-prop-2-ynyl]-acetamide

Produkt 1

HCID 68822191(6-{[3-(4-Trifluoromethoxy-phenyl)-prop-2-ynylcarbamoyl]-methyl}-indol-1-yl)-acetic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

In analogy to the procedure described for example 1 b], 2-(1H-indol-6-yl)-N-[3-(4-trifluoromethoxy-phenyl)-prop-2-ynyl]-acetamide was reacted with bromo-acetic acid ethyl ester in the presence of cesium carbonate and potassium iodide in acetonitrile under reflux conditions to give the title compound as off-white solid.

Quellen und Nachweise

ORD-Eintrag
ord-64f3c470e8ab46bf901b8c4e2407e75c
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07405236B2

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