Potassium Carbonate → 3-[1-[2-(1-Acetyl-2,3-dihydro-1H-indol-3-yl)ethyl]-1,2,3,6-tetrahydropyridin-4-yl]-6-chloro-1H-indole

HRID 275715Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 275715
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]3[CH2:12][CH2:13][NH:14][CH2:15][CH:16]=3)=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[C:17]([N:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]([CH2:29][CH2:30]S(C)(=O)=O)[CH2:21]1)(=[O:19])[CH3:18].C([O-])([O-])=O.[K+].[K+]>CC(CC(C)C)=O>[C:17]([N:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]([CH2:29][CH2:30][N:14]2[CH2:13][CH:12]=[C:11]([C:6]3[C:5]4[C:9](=[CH:10][C:2]([Cl:1])=[CH:3][CH:4]=4)[NH:8][CH:7]=3)[CH2:16][CH2:15]2)[CH2:21]1)(=[O:19])[CH3:18]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 100598546-chloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoleHCID 185458861-Acetyl-2,3-dihydro-3-[2-(methanesulphonyl)ethyl]-1H-indole

Produkt 1

HCID 99100143-[1-[2-(1-Acetyl-2,3-dihydro-1H-indol-3-yl)ethyl]-1,2,3,6-tetrahydropyridin-4-yl]-6-chloro-1H-indoleAusbeute 10,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7909Methyl Isobutyl KetoneLösungsmittel

Versuchsvorschrift

A mixture of of 6-chloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole (1.6 g), 19a (2.0 g), K2CO3 (4.0 g), and methylisobutylketone (20 ml) was refluxed for 16 hours. The mixture was filtered and evaporated in vacuo, and the residue was purified on silica gel eluted with ethyl acetate-methanol-triethylamine (90:5:5). Crystallization from ethanol gave the title product (0.3 g).

Aufarbeitung

  1. temperaturewas refluxed for 16 hours
  2. filtrationThe mixture was filtered
  3. customevaporated in vacuo
  4. customthe residue was purified on silica gel
  5. washeluted with ethyl acetate-methanol-triethylamine (90:5:5)
  6. customCrystallization from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-b811231cbf1a4a6c88805486449770a2
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06352988B2

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