Reaktion #596942

ord-670d7decd6da4370b3f0a9bc94bec85c

Reaktionsgleichung

Cc1ccc2[nH]c3c(c2c1)C(O)N(C)C(=O)C3
1,2-dihydro-1-hydroxy-2,8-dimethyl-4H-pyrido[4,3-b]indol-3(5H)-one
C=Cc1ccc(C)nc1
2-methyl-5-vinylpyridine
[K+].[OH-]
KOH
→
Cc1ccc2c(c1)c1c(n2CCc2ccc(C)nc2)CC(=O)N(C)C1O
title compound
Cc1ccc2c(c1)c1c(n2CCc2ccc(C)nc2)CC(=O)N(C)C1O
1,2-dihydro-1-hydroxy-2,8-dimethyl-5-(2-(6-methylpyridin-3-yl)ethyl)-4H-pyrido[4,3-b]indol-3(5H)-one

Edukte

Cc1ccc2[nH]c3c(c2c1)C(O)N(C)C(=O)C3
1,2-dihydro-1-hydroxy-2,8-dimethyl-4H-pyrido[4,3-b]indol-3(5H)-one
C=Cc1ccc(C)nc1
2-methyl-5-vinylpyridine
[K+].[OH-]
KOH

Reagenzien

Keine

Lösungsmittel

CN1CCCC1=O
NMP

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeranging between 25 deg C
  2. 2
    Sonstigeto 100 deg C
  3. 3
    SonstigeThe product obtained
  4. 4
    Sonstigeis isolated by preparative HPLC

Vorschrift

The title compound is prepared from a mixture of 1,2-dihydro-1-hydroxy-2,8-dimethyl-4H-pyrido[4,3-b]indol-3(5H)-one, 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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09096591B2uspto-grants-2015_08