1-Methylpiperazine → 6-methoxy-4-(4-methylpiperazin-1-yl)isoquinolin-1(2H)-one

HRID 1852245Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1852245
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[CH:10]=2)[C:5](=[O:14])[NH:4][CH:3]=1.[CH3:15][N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.CCN(C(C)C)C(C)C>C(O)CO>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[C:5](=[O:14])[NH:4][CH:3]=[C:2]2[N:19]1[CH2:20][CH2:21][N:16]([CH3:15])[CH2:17][CH2:18]1

Komponenten

5

Edukt 3

HCID 531671-MethylpiperazineHCID 81531DiisopropylethylamineHCID 579564624-Bromo-6-methoxyisoquinolin-1(2H)-one

Produkt 1

HCID 709790426-methoxy-4-(4-methylpiperazin-1-yl)isoquinolin-1(2H)-oneAusbeute 59,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 174Ethylene GlycolLösungsmittel

Versuchsvorschrift

To a solution of 4-bromo-6-methoxyisoquinolin-1(2H)-one (0.25 g, 0.984 mmol) and 1-methylpiperazine (0.197 g, 1.968 mmol) in ethylene glycol (2 ml) was added DIPEA (0.516 ml, 2.95 mmol). The reaction was irradiated in microwave at 140° C. for 1 h. The reaction mixture was adsorbed on silica was purified by silica gel chromatography (30% ethyl acetate in pet ether) to get the desired compound (0.16 g, 53.5%) as solid. MS: MS m/z 274.18 (M++1).

Aufarbeitung

  1. customThe reaction was irradiated in microwave at 140° C. for 1 h
  2. customwas purified by silica gel chromatography (30% ethyl acetate in pet ether)

Quellen und Nachweise

ORD-Eintrag
ord-385bc6183bd04324945fe6e611708ffc
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08957203B2

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