tert-Butyl piperazine-1-carboxylate → [6-Bromo-5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-(4-cyclopropanesulfonyl-piperazin-1-yl)-methanone

HRID 1786459

Reaktionsgleichung

Reaktionsgleichung von HRID 1786459
Cl.[Br:2][C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[C:8]([C:12](O)=[O:13])[NH:9]2)=[CH:5][C:4]=1[O:15][CH:16]1[CH2:21][CH2:20][N:19]([CH:22]([CH3:24])[CH3:23])[CH2:18][CH2:17]1.[CH:25]1([S:28]([N:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)(=[O:30])=[O:29])[CH2:27][CH2:26]1.C1(S(Cl)(=O)=O)CC1.N1(C(OC(C)(C)C)=O)CCNCC1>>[Br:2][C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[C:8]([C:12]([N:34]3[CH2:35][CH2:36][N:31]([S:28]([CH:25]4[CH2:27][CH2:26]4)(=[O:30])=[O:29])[CH2:32][CH2:33]3)=[O:13])[NH:9]2)=[CH:5][C:4]=1[O:15][CH:16]1[CH2:21][CH2:20][N:19]([CH:22]([CH3:24])[CH3:23])[CH2:18][CH2:17]1

Komponenten

5

Edukt 4

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 2760919Cyclopropanesulfonyl chlorideHCID 454967901-(Cyclopropylsulfonyl)piperazineHCID 670179306-bromo-5-(1-isopropyl-piperidin-4-yloxy)-1H-indole-2-carboxylic acid hydrochloride

Produkt 1

HCID 68566781[6-Bromo-5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-(4-cyclopropanesulfonyl-piperazin-1-yl)-methanoneAusbeute 62 %

Versuchsvorschrift

The title compound was synthesized in analogy to example 1, from 6-bromo-5-(1-isopropyl-piperidin-4-yloxy)-1H-indole-2-carboxylic acid hydrochloride (example 1, intermediate a) and cyclopropylsulfonyl-piperazine (prepared in analogy to International Patent Application Publ. No. WO 2003/064413 by using cyclopropylsulfonyl chloride and tert-butyl 1-piperazinecarboxylate) to afford the title compound as a light-yellow solid (62%).

Aufarbeitung

  1. customprepared in analogy to International Patent Application Publ

Quellen und Nachweise

ORD-Eintrag
ord-2200d6b7e9f94cecbba6c389b32d518b
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07507736B2

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