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

HRID 1354619Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1354619
[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-6e62499817dc459cb9aba6780205af28
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07223757B2

Notizen zur Reaktion

Wird geladen…