3-(4-Piperidinyl)-1H-indole → 4-Fluorobenzyl bromide

HRID 1840936

Reaktionsgleichung

Reaktionsgleichung von HRID 1840936
N1CCC(C2C3C(=CC=CC=3)NC=2)CC1.C(OC(C1OC(C[Br:27])=CC=1)=O)C.[F:28][C:29]1[CH:59]=[CH:58][C:32]([CH2:33]N2C3C(=CC=CC=3)C(C3CCN(CC4OC(C(O)=O)=CC=4)CC3)=C2)=[CH:31][CH:30]=1>>[F:28][C:29]1[CH:59]=[CH:58][C:32]([CH2:33][Br:27])=[CH:31][CH:30]=1

Komponenten

4

Edukt 3

HCID 7022353-(4-Piperidinyl)-1H-indoleHCID 137895295-Bromomethyl-2-furancarboxylic acid ethyl esterHCID 234448375-{4-[1-(4-fluorobenzyl)-1H-indol-3-yl]-piperidin-1-ylmethyl}-furan-2-carboxylic acid

Produkt 1

HCID 680214-Fluorobenzyl bromideAusbeute 32 %

Versuchsvorschrift

The procedure described in Example 1 was performed using 0.2 g (1 mmol) of 3-piperidin-4-yl-1H-indole and 0.19 g (1.1 mmol) of 5-bromomethyl-furan-2-carboxylic acid ethyl ester. 0.08 g (0.22 mmol) of the crude, obtained as in step D, were then alkylated with 0.04 mL (0.33 mmol) of 4-fluorobenzyl bromide affording 0.031 g (32% yield) of 5-{4-[1-(4-fluorobenzyl)-1H-indol-3-yl]-piperidin-1-ylmethyl}-furan-2-carboxylic acid.

Aufarbeitung

  1. custom0.08 g (0.22 mmol) of the crude, obtained as in step D

Quellen und Nachweise

ORD-Eintrag
ord-6ffb579445bf45ee8b9c4e5d0f891f63
Quelldatensatz
uspto-grants-2004_01
Patentnummer
US06683096B2

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