StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-(1-{2-[(2,5-Dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)-5-methyl-1H-indole-2-carboxamide

HRID 1376155
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1376155
O[N:2]1[C:6](=[O:7])[CH2:5][CH2:4][C:3]1=[O:8].[CH3:9]CN=C=NCCCN(C)C.[C:20]([CH2:23][N:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH2:27][CH:26]([NH:34][C:35]([C:37]2[NH:38][C:39]3[C:44]([CH:45]=2)=[CH:43][C:42](Cl)=[CH:41][CH:40]=3)=[O:36])[C:25]1=[O:47])([OH:22])=[O:21]>C(Cl)Cl>[O:8]=[C:3]1[CH2:4][CH2:5][C:6](=[O:7])[N:2]1[O:22][C:20](=[O:21])[CH2:23][N:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH2:27][CH:26]([NH:34][C:35]([C:37]2[NH:38][C:39]3[C:44]([CH:45]=2)=[CH:43][C:42]([CH3:9])=[CH:41][CH:40]=3)=[O:36])[C:25]1=[O:47]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 80170N-HydroxysuccinimideHCID 101266823,4-dihydro-2-quinolone (DHQ) derivative, 10

Produkt 1

HCID 86598698N-(1-{2-[(2,5-Dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)-5-methyl-1H-indole-2-carboxamideAusbeute 101,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel

Versuchsvorschrift

N-Hydroxysuccinimide (496 mg, 4.31 mmol) and EDCI (1.04 g, 5.38 mmol) were added to a suspension of N-[1-(carboxymethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-5-chloroindole-2-carboxamide (Example 2, 1.71 g, 4.31 mmol)) in DCM (50 mL) and stirred for 18 hours. The suspension was evaporated and the residue partitioned between EtOAc:THF (4:1)(200 mL) and H2O. The organic was dried (Na2SO4), filtered and evaporated. The solid was triturated with refluxing Et2O (25 mL), filtered, washed with Et2O (25 mL) then hexane (25 mL) to afford the title compound (2.08 g, 98%) as a pale brown powder.

Aufarbeitung

  1. customThe suspension was evaporated
  2. customthe residue partitioned between EtOAc:THF (4:1)(200 mL) and H2O
  3. dry with materialThe organic was dried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated
  6. customThe solid was triturated with refluxing Et2O (25 mL)
  7. filtrationfiltered
  8. washwashed with Et2O (25 mL)

Quellen und Nachweise

ORD-Eintrag
ord-170913225b06455c887ad962c7c13a8a
Quelldatensatz
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07169927B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion