8-Aminoquinoline → HCID 178506091, Verbindung

HRID 33548

Reaktionsgleichung

Reaktionsgleichung von HRID 33548
Cl[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][C:9]([C:11]([F:14])([F:13])[F:12])=[CH:10][C:4]=2[N:3]=1.[NH2:15][C:16]1[CH:17]=[CH:18][CH:19]=[C:20]2[C:25]=1[N:24]=[CH:23][CH:22]=[CH:21]2>CCO>[F:12][C:11]([F:14])([F:13])[C:9]1[CH:8]=[CH:7][C:5]2[NH:6][C:2]([NH:15][C:16]3[CH:17]=[CH:18][CH:19]=[C:20]4[C:25]=3[N:24]=[CH:23][CH:22]=[CH:21]4)=[N:3][C:4]=2[CH:10]=1

Komponenten

4

Edukt 2

HCID 113598-AminoquinolineHCID 178506089HCID 178506089, Verbindung

Produkt 1

HCID 178506091HCID 178506091, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2-chloro-5-(trifluoromethyl)-1H-benzo[d]imidazole (66 mg, 0.3 mol, prepared according to the procedure described in WO 2004/035549 A1) and 8-aminoquinoline (29 mg, 0.6 mmol, Aldrich) in EtOH (2 mL) was subjected to microwave irradiation at 170° C. with stirring for 30 min. The reaction mixture was allowed to cool to room temperature, the solvent was removed in vacuo and the residue was purified by silica gel chromatography eluting with 3% MeOH/DCM to give the title compound as an amorphous solid. MS (ESI, pos. ion) m/z: 329 (M+1).

Aufarbeitung

  1. customprepared
  2. customirradiation at 170° C.
  3. customthe solvent was removed in vacuo
  4. customthe residue was purified by silica gel chromatography
  5. washeluting with 3% MeOH/DCM

Quellen und Nachweise

ORD-Eintrag
ord-4383ea8f71fc4c7c8aa1855bfedd5fd1
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07429608B2

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