Pyrrolidine → HCID 57955804, Verbindung

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Reaktionsgleichung

[C:1]([C:9]1[CH:25]=[CH:24][C:12]2[N:13]=[C:14]([C:16]3[CH:17]=[C:18]([C:21](O)=[O:22])[NH:19][CH:20]=3)[NH:15][C:11]=2[CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1.Cl.C(N=C=NCCCN(C)C)C.O.ON1C2C=CC=CC=2N=N1>CN(C)C=O.N1C=CC=CC=1.O>[C:1]([C:9]1[CH:25]=[CH:24][C:12]2[N:13]=[C:14]([C:16]3[CH:17]=[C:18]([C:21]([N:26]4[CH2:30][CH2:29][CH2:28][CH2:27]4)=[O:22])[NH:19][CH:20]=3)[NH:15][C:11]=2[CH:10]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

Reaktionsbedingungen

Temperatur: 80 °C

Versuchsvorschrift

The 4-(5-benzoylbenzimidazol-2-yl)-pyrrole-2-carboxylic acid (130 mg) obtained in Example 5 was dissolved in N,N-dimethylformamide (2 ml) and pyridine (2 ml). Pyrrolidine (56 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (112 mg), and 1-hydroxybenzotriazole monohydrate (80 mg) were added and stirred overnight at 80° C. After the starting material was disappeared, the reaction mixture was allowed to cool to room temperature, and then added dropwise to water. The precipitate was collected by filtration, and dried in vacuo to afford ((4-(5-benzoylbenzimidazol-2-yl)-pyrrol-2-yl)-carbonyl)pyrrolidine (118 mg, 78%) as a red solid.

Aufarbeitung

temperatureto cool to room temperature
filtrationThe precipitate was collected by filtration
customdried in vacuo

Quellen und Nachweise

ORD-Eintrag: ord-10fc7d3a6d6c42a9b9f4ab9a8f9ebf33
Quelldatensatz: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07951956B2

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