Methyl 2-(2-chloroethoxy)benzoate → 2-(2-{4-[1-(5-Chloro-thiophen-2-ylmethyl)-1H-indol-3-yl]-piperidin-1-yl}-ethoxy)-benzoic acid

HRID 457788

Reaktionsgleichung

Reaktionsgleichung von HRID 457788
[Cl:1][C:2]1[S:6][C:5]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([CH:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)=[CH:9]2)=[CH:4][CH:3]=1.C[O:24][C:25](=[O:36])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[O:32][CH2:33][CH2:34]Cl>>[Cl:1][C:2]1[S:6][C:5]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([CH:17]3[CH2:22][CH2:21][N:20]([CH2:34][CH2:33][O:32][C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=4[C:25]([OH:36])=[O:24])[CH2:19][CH2:18]3)=[CH:9]2)=[CH:4][CH:3]=1

Komponenten

3

Edukt 2

HCID 9837283Methyl 2-(2-chloroethoxy)benzoateHCID 113709341-(5-chloro-thiophen-2-ylmethyl)-3-piperidin-4-yl-1H-indole

Produkt 1

HCID 101414702-(2-{4-[1-(5-Chloro-thiophen-2-ylmethyl)-1H-indol-3-yl]-piperidin-1-yl}-ethoxy)-benzoic acid

Versuchsvorschrift

This compound was prepared following the procedure described in example 13 (part D), starting with 4.21 mmol (13 mmol) of 1-(5-chloro-thiophen-2-ylmethyl)-3-piperidin-4-yl-1H-indole and 3.6 g (17 mmol) of of 2-(2-chloro-ethoxy)-benzoic acid methyl ester. After the standard work-up, 2.47 g of the corresponding acid was obtained. The crude mixture was purified by flash chromatography over silica gel affording 1.2 g (17% of yield) of the pure acid.

Aufarbeitung

  1. customThis compound was prepared

Quellen und Nachweise

ORD-Eintrag
ord-1034435cd2c04a3bbee4516a2186a53f
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07189741B2

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