Hydrochloric Acid → (Z)-6-hydroxy-2-{[5-(2-morpholinoethoxy)-1H-indol-3-yl]methylene}-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one trihydrochloride

HRID 1749738Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1749738
[OH:1][C:2]1[CH:30]=[CH:29][C:5]2[C:6](=[O:28])/[C:7](=[CH:9]/[C:10]3[C:18]4[C:13](=[CH:14][CH:15]=[C:16]([O:19][CH2:20][CH2:21][N:22]5[CH2:27][CH2:26][O:25][CH2:24][CH2:23]5)[CH:17]=4)[NH:12][CH:11]=3)/[O:8][C:4]=2[C:3]=1[CH2:31][N:32]1[CH2:37][CH2:36][N:35](C(OC(C)(C)C)=O)[CH2:34][CH2:33]1.[ClH:45]>C(Cl)Cl.O1CCOCC1>[ClH:45].[ClH:45].[ClH:45].[OH:1][C:2]1[CH:30]=[CH:29][C:5]2[C:6](=[O:28])/[C:7](=[CH:9]/[C:10]3[C:18]4[C:13](=[CH:14][CH:15]=[C:16]([O:19][CH2:20][CH2:21][N:22]5[CH2:23][CH2:24][O:25][CH2:26][CH2:27]5)[CH:17]=4)[NH:12][CH:11]=3)/[O:8][C:4]=2[C:3]=1[CH2:31][N:32]1[CH2:33][CH2:34][NH:35][CH2:36][CH2:37]1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 86681933tert-butyl (Z)-4-[(6-hydroxy-2-{[5-(2-morpholinoethoxy)-1H-indol-3-yl]methylene}-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate

Produkt 1

HCID 131733600(Z)-6-hydroxy-2-{[5-(2-morpholinoethoxy)-1H-indol-3-yl]methylene}-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one trihydrochlorideAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of tert-butyl (Z)-4-[(6-hydroxy-2-{[5-(2-morpholinoethoxy)-1H-indol-3-yl]methylene}-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.076 g, 0.013 mmol) in methylene chloride (2.0 mL) was added with a 4 M solution of hydrogen chloride in 1,4-dioxane (2.0 mL), and then the mixture was stirred at room temperature for 1 hour. The mixture was azeotroped twice with toluene under reduced pressure, and then the residual solid was suspended in methylene chloride and thereby washed to obtain (Z)-6-hydroxy-2-{[5-(2-morpholinoethoxy)-1H-indol-3-yl]methylene}-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one trihydrochloride (0.048 g, 60%).

Aufarbeitung

  1. customThe mixture was azeotroped twice with toluene under reduced pressure
  2. washwashed

Quellen und Nachweise

ORD-Eintrag
ord-56909f64996c4d60a4473490363ac9b8
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09156827B2

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