5-(Aminomethyl)pyrrolidin-2-one → 6-iodo-4-[[(5-oxopyrrolidin-2-yl)methylamino]methylidene]isoquinoline-1,3-dione

HRID 2236825

Reaktionsgleichung

Reaktionsgleichung von HRID 2236825
[NH2:1][CH2:2][CH:3]1[NH:7][C:6](=[O:8])[CH2:5][CH2:4]1.[I:9][C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[C:16](=[O:20])[NH:15][C:14](=[O:21])[C:13]2=[CH:22]OC>CN(C)C=O>[I:9][C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[C:16](=[O:20])[NH:15][C:14](=[O:21])[C:13]2=[CH:22][NH:1][CH2:2][CH:3]1[CH2:4][CH2:5][C:6](=[O:8])[NH:7]1

Komponenten

4

Edukt 2

HCID 141431895-(Aminomethyl)pyrrolidin-2-oneHCID 686910194-methoxymethylene-6-iodo-4H-isoquinoline-1,3-dione

Produkt 1

HCID 1785160906-iodo-4-[[(5-oxopyrrolidin-2-yl)methylamino]methylidene]isoquinoline-1,3-dioneAusbeute 58,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

5-Aminomethyl-pyrrolidin-2-one (140 mg, ˜80-90% pure, 1.04 mmol) is stirred with 6-iodo-4-methoxymethylene-4H-isoquinoline-1,3-dione (150 mg, 0.46 mmol) in N,N-dimethylformamide (5 mL) at room temperature. The suspension become clear in 10 minutes and further stirring gave a pale yellow precipitate. The precipitate is filtered and washed with MeOH, Et2O and dried to provide the title compound (110 mg, 58%). MS (ESI): 411.8 (M+1)+1.

Aufarbeitung

  1. customgave a pale yellow precipitate
  2. filtrationThe precipitate is filtered
  3. washwashed with MeOH, Et2O
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-4da5b9e55ae04fd9a06181b411cf4a89
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07713994B2

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