Isobutylene oxide → 6-Hydroxy-2-{4-[4-(2-hydroxy-2-methyl-propyl)-[1,4]diazepan-1-yl]-3-methoxy-phenyl}-3,4-dihydro-2H-isoquinolin-1-one

HRID 69475

Reaktionsgleichung

Reaktionsgleichung von HRID 69475
[N:1]1([C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:23][CH2:22][C:21]4[C:16](=[CH:17][CH:18]=[C:19]([OH:24])[CH:20]=4)[C:15]3=[O:25])=[CH:10][C:9]=2[O:26][CH3:27])[CH2:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH3:28][C:29]1([O:32][CH2:31]1)[CH3:30]>CN1C(=O)CCC1>[OH:24][C:19]1[CH:20]=[C:21]2[C:16](=[CH:17][CH:18]=1)[C:15](=[O:25])[N:14]([C:11]1[CH:12]=[CH:13][C:8]([N:1]3[CH2:7][CH2:6][CH2:5][N:4]([CH2:28][C:29]([OH:32])([CH3:31])[CH3:30])[CH2:3][CH2:2]3)=[C:9]([O:26][CH3:27])[CH:10]=1)[CH2:23][CH2:22]2

Komponenten

4

Edukt 2

HCID 11208Isobutylene oxideHCID 689904732-(4-[1,4]Diazepan-1-yl-3-methoxy-phenyl)-6-hydroxy-3,4-dihydro-2H-isoquinolin-1-one

Produkt 1

HCID 689879736-Hydroxy-2-{4-[4-(2-hydroxy-2-methyl-propyl)-[1,4]diazepan-1-yl]-3-methoxy-phenyl}-3,4-dihydro-2H-isoquinolin-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

A solution of 2-(4-[1,4]diazepan-1-yl-3-methoxy-phenyl)-6-hydroxy-3,4-dihydro-2H-isoquinolin-1-one (193 mg) and isobutylene oxide (300 mg) in NMP (0.8 mL) was stirred at 65° C. for 16 h. The reaction mixture was purified by preparative HPLC. In this way the product was obtained with molecular weight 439.56 (C25H33N3O4); MS (ESI): 440 (M+H+).

Aufarbeitung

  1. customThe reaction mixture was purified by preparative HPLC
  2. customIn this way the product was obtained with molecular weight 439.56 (C25H33N3O4)

Quellen und Nachweise

ORD-Eintrag
ord-c09888702117487ab49f1dadeb2f31fa
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822495B2

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