Lithium Chloride → (1,1-Dioxo-thiomorpholin-4-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-methanone

HRID 493986

Reaktionsgleichung

Reaktionsgleichung von HRID 493986
[CH:1]([N:4]1[CH2:9][CH2:8][CH:7]([O:10][C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][C:15]([C:20]([OH:22])=O)=[CH:14]3)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[Cl-].[Li+].[NH:25]1[CH2:30][CH2:29][S:28](=[O:32])(=[O:31])[CH2:27][CH2:26]1>>[O:31]=[S:28]1(=[O:32])[CH2:29][CH2:30][N:25]([C:20]([C:15]2[NH:16][C:17]3[C:13]([CH:14]=2)=[CH:12][C:11]([O:10][CH:7]2[CH2:6][CH2:5][N:4]([CH:1]([CH3:2])[CH3:3])[CH2:9][CH2:8]2)=[CH:19][CH:18]=3)=[O:22])[CH2:26][CH2:27]1

Komponenten

4

Edukt 3

HCID 433294Lithium ChlorideHCID 6484228Thiomorpholine 1,1-dioxideHCID 596994565-(1-isopropyl-piperidin-4-yloxy)-1H-indole-2-carboxylic acid

Produkt 1

HCID 16739577(1,1-Dioxo-thiomorpholin-4-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-methanone

Versuchsvorschrift

In analogy to the procedure described for the synthesis of example 1, step 3, the title compound was synthesized from 5-(1-isopropyl-piperidin-4-yloxy)-1H-indole-2-carboxylic acid hydrochloric salt with one equivalent of lithium chloride (example 2, step 1) and thiomorpholine-1,1-dioxide (purchased at Syntec, ref. M1201). The title product was obtained in 75% yield as white solid. MS (m/e): 420.5 (MH+, 100%).

Aufarbeitung

  1. customIn analogy to the procedure described for the synthesis of example 1, step 3

Quellen und Nachweise

ORD-Eintrag
ord-2a72d450256e4b5bb8a0f2c6e6d152c0
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07538101B2

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