Morpholine → 2-Methyl-4-(morpholin-4-yl)-7-nitro-2,3-dihydro-1H-isoindol-1-one

HRID 511449Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 511449
Br[C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7]2[C:3]=1[CH2:4][N:5]([CH3:15])[C:6]2=[O:14].[NH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1.CCN(C(C)C)C(C)C>CN(C=O)C>[CH3:15][N:5]1[CH2:4][C:3]2[C:7](=[C:8]([N+:11]([O-:13])=[O:12])[CH:9]=[CH:10][C:2]=2[N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[C:6]1=[O:14]

Komponenten

5

Edukt 3

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 534078944-Bromo-2-methyl-7-nitroisoindolin-1-one

Produkt 1

HCID 672540622-Methyl-4-(morpholin-4-yl)-7-nitro-2,3-dihydro-1H-isoindol-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of 4-Bromo-2-methyl-7-nitro-2,3-dihydro-1H-isoindol-1-one (100.0 mg, 0.3689 mmol), morpholine (321.7 uL, 3.689 mmol), DIPEA (642.6 uL, 3.689 mmol) in DMF (4 mL) were mixed in sealed tube under an atmosphere of argon and heated at 90° C. for 4 days. The crude material was purified by MDP directly under basic conditions the desired product. MS (ES+): m/z 278.24 (100) [MH+]; HPLC: tR=0.81 min (UPLC, analytical).

Aufarbeitung

  1. additionwere mixed in sealed tube under an atmosphere of argon
  2. customThe crude material was purified by MDP directly under basic conditions the desired product

Quellen und Nachweise

ORD-Eintrag
ord-5c40a8e69fe440a9bab904050df8f8ff
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09096624B2

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