Potassium Carbonate → N-(4-fluorobenzyl)-5-(6-methoxyimidazo[1,2-b]pyridazin-2-yl)-2-methylaniline

HRID 539734Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 539734
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]2=[N:9][C:10]([C:12]3[CH:13]=[CH:14][C:15]([CH3:19])=[C:16]([CH:18]=3)[NH2:17])=[CH:11][N:5]2[N:4]=1.C([O-])([O-])=O.[K+].[K+].[F:26][C:27]1[CH:34]=[CH:33][C:30]([CH2:31]Br)=[CH:29][CH:28]=1>C(#N)C>[F:26][C:27]1[CH:34]=[CH:33][C:30]([CH2:31][NH:17][C:16]2[CH:18]=[C:12]([C:10]3[N:9]=[C:6]4[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[N:4][N:5]4[CH:11]=3)[CH:13]=[CH:14][C:15]=2[CH3:19])=[CH:29][CH:28]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 680214-Fluorobenzyl bromideHCID 529038205-(6-Methoxyimidazo[1,2-b]pyridazin-2-yl)-2-methylaniline

Produkt 1

HCID 57406703N-(4-fluorobenzyl)-5-(6-methoxyimidazo[1,2-b]pyridazin-2-yl)-2-methylanilineAusbeute 34,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

An 8 mL vial is charged with 5-(6-methoxyimidazo[2,1-f]pyridazin-2-yl)-2-methyl-aniline (20.3 mg, 0.08 mmol) in acetonitrile (0.5 mL), K2CO3 (13 mg) and 4-fluorobenzyl bromide (19 mg, 0.1 mmol). The mixture is stirred for 30 min then filtered, and the filtrate is added into water (10 mL). Solids precipitated and are collected by filtration to give the title compound (10 mg, 34% yield) (compound same as Example 102). LCMS m/z=363.3 [M+H]+, tR=2.57 min.

Aufarbeitung

  1. filtrationthen filtered
  2. additionthe filtrate is added into water (10 mL)
  3. customSolids precipitated
  4. filtrationare collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-c7136958642448089aea0666db0ba728
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08871767B2

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