1,1'-Carbonyldiimidazole → (S)-hexahydro-3H-pyrrolo[1,2-c]imidazol-3-one

HRID 734611Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 734611
[NH2:1][CH2:2][C@@H:3]1[CH2:7][CH2:6][CH2:5][NH:4]1.[C:8](N1C=CN=C1)(N1C=CN=C1)=[O:9]>C(Cl)Cl>[CH2:2]1[NH:1][C:8](=[O:9])[N:4]2[CH2:5][CH2:6][CH2:7][C@@H:3]12

Komponenten

4

Edukt 2

HCID 682631,1'-CarbonyldiimidazoleHCID 2734054(S)-(+)-2-(Aminomethyl)pyrrolidine

Produkt 1

HCID 14358392(S)-hexahydro-3H-pyrrolo[1,2-c]imidazol-3-oneAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

(S)-2-(Aminomethyl)pyrrolidine (250 mg) and carbonyldiimidazole (400 mg, 1.0 equiv.) were dissolved in DCM (50 mL). The resulting mixture was stirred at room temperature for 18 hours, then concentrated under vacuum. The residue was purified by flash column chromatography (SPE cartridge, SiO2), using DCM-methanol (95:5) as eluent to afford the title compound as colourless solid (150 mg, 50% yield).

Aufarbeitung

  1. concentrationconcentrated under vacuum
  2. customThe residue was purified by flash column chromatography (SPE cartridge, SiO2)

Quellen und Nachweise

ORD-Eintrag
ord-7fcdbd540477438fa60ffdfa33d57c01
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07592346B2

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