2-Methyl-5-vinylpyridine → 2,3,4,5-tetrahydro-8-methyl-5-(2-(6-methylpyridin-3-yl)ethyl)-2-(4-nitrophenyl)-1H-pyrido[4,3-b]indole

HRID 710754

Reaktionsgleichung

Reaktionsgleichung von HRID 710754
[CH3:1][C:2]1[CH:10]=[CH:9][C:8]2[NH:7][C:6]3[CH2:11][CH2:12][N:13]([C:15]4[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=4)[CH2:14][C:5]=3[C:4]=2[CH:3]=1.[CH3:24][C:25]1[CH:30]=[CH:29][C:28]([CH:31]=[CH2:32])=[CH:27][N:26]=1.[OH-].[K+]>CN1C(=O)CCC1>[CH3:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]([CH2:32][CH2:31][C:28]3[CH:27]=[N:26][C:25]([CH3:24])=[CH:30][CH:29]=3)[C:6]3[CH2:11][CH2:12][N:13]([C:15]4[CH:16]=[CH:17][C:18]([N+:21]([O-:23])=[O:22])=[CH:19][CH:20]=4)[CH2:14][C:5]=3[C:4]=2[CH:3]=1

Komponenten

5

Edukt 3

HCID 88172-Methyl-5-vinylpyridineHCID 14797Potassium HydroxideHCID 687574852,3,4,5-tetrahydro-8-methyl-2-(4-nitrophenyl)-1H-pyrido[4,3-b]indole

Produkt 1

HCID 578760402,3,4,5-tetrahydro-8-methyl-5-(2-(6-methylpyridin-3-yl)ethyl)-2-(4-nitrophenyl)-1H-pyrido[4,3-b]indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

The title compound is prepared from a mixture of 2,3,4,5-tetrahydro-8-methyl-2-(4-nitrophenyl)-1H-pyrido[4,3-b]indole, 2-methyl-5-vinylpyridine and KOH (5-7 equiv) in NMP at a temperature ranging between 25 deg C. to 100 deg C. The product obtained is isolated by preparative HPLC.

Aufarbeitung

  1. customranging between 25 deg C
  2. customto 100 deg C
  3. customThe product obtained
  4. customis isolated by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-4124c2ccc6834171a24b5cb0356d1827
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181240B2

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