4,6-Dichloro-5-pyrimidinecarbaldehyde → 2-(4,6-Dichloro-pyrimidin-5-yl)-6-imidazol-1-yl-4-methyl-1H-benzimidazole

HRID 1793715Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1793715
[N:1]1([C:6]2[CH:11]=[C:10]([NH2:12])[C:9]([NH2:13])=[C:8]([CH3:14])[CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[Cl:15][C:16]1[C:21]([CH:22]=O)=[C:20]([Cl:24])[N:19]=[CH:18][N:17]=1>CO>[Cl:15][C:16]1[C:21]([C:22]2[NH:12][C:10]3[CH:11]=[C:6]([N:1]4[CH:5]=[CH:4][N:3]=[CH:2]4)[CH:7]=[C:8]([CH3:14])[C:9]=3[N:13]=2)=[C:20]([Cl:24])[N:19]=[CH:18][N:17]=1

Komponenten

4

Edukt 2

HCID 8196914,6-Dichloro-5-pyrimidinecarbaldehydeHCID 104199825-Imidazol-1-yl-3-methyl-benzene-1,2-diamine

Produkt 1

HCID 220211832-(4,6-Dichloro-pyrimidin-5-yl)-6-imidazol-1-yl-4-methyl-1H-benzimidazoleAusbeute 55 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

To a solution of 5-imidazol-1-yl-3-methyl-benzene-1,2-diamine (180 mg, 0.96 mmol) in methanol (4 mL) was added a solution of 4,6-dichloro-pyrimidine-5-carbaldehyde (183 mg, 0.96 mmol) in methanol (1 mL). The reaction mixture was stirred at room temperature for 14 h. After concentration, the residue was purified by flash column chromatography (5% methanol/CH2Cl2) to yield the title compound (180 mg, 55%). LCMS (M+H)+ m/z 344 (t=1.31 min.).

Aufarbeitung

  1. concentrationAfter concentration
  2. customthe residue was purified by flash column chromatography (5% methanol/CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-2fb724584d8e4136acef0b1feedd5538
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07081454B2

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