1-Chloro-6,7-dimethoxyisoquinoline → 6-[4-(6,7-dimethoxyisoquinolin-1-yl)-1-piperazinyl]-3,4-dihydro-2(1H)-quinolinone

HRID 704634

Reaktionsgleichung

Reaktionsgleichung von HRID 704634
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[CH:5]=[CH:4][N:3]=1.[N:16]1([C:22]2[CH:23]=[C:24]3[C:29](=[CH:30][CH:31]=2)[NH:28][C:27](=[O:32])[CH2:26][CH2:25]3)[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>C(Cl)(Cl)Cl.C(OC(NC1SC(C(N2CCN(C3C=C4C(=CC=3)NC(=O)CC4)CC2)=O)=C(C)N=1)=O)(C)(C)C>[CH3:15][O:14][C:8]1[CH:7]=[C:6]2[C:11](=[CH:10][C:9]=1[O:12][CH3:13])[C:2]([N:19]1[CH2:20][CH2:21][N:16]([C:22]3[CH:23]=[C:24]4[C:29](=[CH:30][CH:31]=3)[NH:28][C:27](=[O:32])[CH2:26][CH2:25]4)[CH2:17][CH2:18]1)=[N:3][CH:4]=[CH:5]2

Komponenten

5

Edukt 2

HCID 106407081-Chloro-6,7-dimethoxyisoquinolineHCID 111178966-(piperazin-1-yl)-3,4-dihydroquinolin-2(1H)-one

Produkt 1

HCID 200727876-[4-(6,7-dimethoxyisoquinolin-1-yl)-1-piperazinyl]-3,4-dihydro-2(1H)-quinolinoneAusbeute 37,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6212ChloroformLösungsmittelHCID 200728916-[4-(2-tert-Butoxycarbonylamino-4-methylthiazole-5-carbonyl)-1-piperazinyl]-3,4-dihydro-2(1H)-quinolinoneLösungsmittel

Versuchsvorschrift

1-Chloro-6,7-dimethoxyisoquinoline (0.63 g) and 6-(1-piperazinyl)-3,4-dihydro-2(1H)-quinolinone (1.30 g) were mixed at 200° C. for 1.5 hours under stirring. The mixture was dissolved in a mixture of chloroform and methanol (10:1 V/V) and subjected to a column chromatography on silica gel (eluent:methanol in chloroform, 0-2% V/V). The fractions containing the object compound were combined and concentrated and the residue was triturated with diisopropyl ether to give 6-[4-(6,7-dimethoxyisoquinolin-1-yl)-1-piperazinyl]-3,4-dihydro-2(1H)-quinolinone (0.44 g).

Aufarbeitung

  1. additionThe fractions containing the object compound
  2. concentrationconcentrated
  3. customthe residue was triturated with diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-130cfb6250e6439a9b4430a99d55c35f
Quelldatensatz
uspto-grants-1991_01
Patentnummer
US04988698

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