Sodium Sulfate → HCID 68468463, Verbindung

HRID 506799Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 506799
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.[CH3:5][O:6][C:7]1[N:12]=[C:11]2[C:13]([C:17]3[N:27]([S:28]([C:31]4[CH:36]=[CH:35][C:34]([CH3:37])=[CH:33][CH:32]=4)(=[O:30])=[O:29])[C:20]4[N:21]=[CH:22][CH:23]=[C:24]([CH:25]=O)[C:19]=4[CH:18]=3)=[CH:14][N:15]([CH3:16])[C:10]2=[CH:9][C:8]=1[O:38][CH3:39].S([O-])([O-])(=O)=O.[Na+].[Na+].[BH4-].[Na+]>ClCCl.CO>[CH:1]1([NH:4][CH2:25][C:24]2[CH:23]=[CH:22][N:21]=[C:20]3[N:27]([S:28]([C:31]4[CH:32]=[CH:33][C:34]([CH3:37])=[CH:35][CH:36]=4)(=[O:30])=[O:29])[C:17]([C:13]4[C:11]5=[N:12][C:7]([O:6][CH3:5])=[C:8]([O:38][CH3:39])[CH:9]=[C:10]5[N:15]([CH3:16])[CH:14]=4)=[CH:18][C:19]=23)[CH2:3][CH2:2]1

Komponenten

7

Edukt 4

HCID 24436Sodium SulfateHCID 69828CyclopropylamineHCID 4311764Sodium borohydrideHCID 866186352-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine-4-carbaldehyde

Produkt 1

HCID 68468463HCID 68468463, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of 0.141 cm3 of cyclopropylamine in 6 cm3 of dichloromethane, under an inert atmosphere of argon at a temperature in the region of 20° C., are added 0.2 g of 2-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-carbaldehyde and 0.4 g of sodium sulfate. Stirring is continued for 48 hours at room temperature. 6 cm3 of methanol and 0.031 g of sodium borohydride are added. The reaction medium is stirred at the same temperature for 24 hours. 100 cm3 of dichloromethane are added. The precipitate formed is filtered off and the filtrate is concentrated under reduced pressure and then purified by flash column chromatography (SiO2, dichloromethane/ethyl acetate 80/20 by volume as eluents) to give 0.110 g of cyclopropyl-[2-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl]-amine with the following characteristics:

Aufarbeitung

  1. stirringThe reaction medium is stirred at the same temperature for 24 hours
  2. customThe precipitate formed
  3. filtrationis filtered off
  4. concentrationthe filtrate is concentrated under reduced pressure
  5. custompurified by flash column chromatography (SiO2, dichloromethane/ethyl acetate 80/20 by volume as eluents)

Quellen und Nachweise

ORD-Eintrag
ord-90c12e35bd3f435eb77f4b6f76367bb1
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07786114B2

Notizen zur Reaktion

Wird geladen…