Imidazole → 3-((1H-imidazol-1-yl)methyl)-6-phenylpyridazine

HRID 1054112

Reaktionsgleichung

Reaktionsgleichung von HRID 1054112
Br[CH2:2][C:3]1[N:4]=[N:5][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:7][CH:8]=1.[NH:15]1[CH:19]=[CH:18][N:17]=[CH:16]1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[N:15]1([CH2:2][C:3]2[N:4]=[N:5][C:6]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[CH:7][CH:8]=2)[CH:19]=[CH:18][N:17]=[CH:16]1

Komponenten

5

Edukt 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 667174453-(Bromomethyl)-6-phenylpyridazine

Produkt 1

HCID 573300783-((1H-imidazol-1-yl)methyl)-6-phenylpyridazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Synthesized using compound 65a (40 mg, 0.16 mmol), imidazole (44 mg, 0.64 mmol) and K2CO3 (111 mg, 0.80 mmol) in acetonitrile according to Method B. Crude product was purified by flash chromatography on silica-gel using ethyl acetate as eluent. After flash chromatography the solid was washed with ethyl acetate. Light orange solid. Yield: 22 mg, 58%. 1H NMR (CDCl3, 500 MHz): δH (ppm)=5.58 (s, 2H), 7.08 (s, 1H), 7.17-7.26 (m, 2H), 7.55-7.61 (m, 3H), 7.72 (s, 1H), 7.88 (d, J=8.8 Hz, 1H), 8.09-8.14 (m, 2H); 13C NMR (CDCl3, 125 MHz): δC (ppm)=50.9, 119.6, 125.1, 125.5, 127.4, 129.4, 130.7, 130.8, 135.8, 137.8, 157.2, 159.3; (ESI): m/z=236.91 [M+H]+.

Aufarbeitung

  1. customSynthesized
  2. customCrude product was purified by flash chromatography on silica-gel
  3. washAfter flash chromatography the solid was washed with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-7461a82abea0479497936376520f1983
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09394290B2

Verknüpfte Notizen

Wird geladen…