Methylamine → HCID 44219587, Verbindung

HRID 452559

Reaktionsgleichung

Reaktionsgleichung von HRID 452559
Br[CH2:2][C:3](=O)[CH:4]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([Br:12])=[CH:8][CH:7]=1.[CH3:22][NH2:23].Br.C(S[C:28](=[NH:30])[NH2:29])C.[OH-].[Na+]>CO>[Br:12][C:9]1[CH:10]=[CH:11][C:6]([CH2:5][CH:4]([C:3]2[N:30]=[C:28]([NH2:29])[N:23]([CH3:22])[CH:2]=2)[C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)=[CH:7][CH:8]=1

Komponenten

6

Edukt 4

HCID 6329MethylamineHCID 14798Sodium HydroxideHCID 200213S-Ethylisothiuronium bromideHCID 86650847HCID 86650847, Verbindung

Produkt 1

HCID 44219587HCID 44219587, VerbindungAusbeute 100,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

1-bromo-4-(4-bromophenyl)-3-(4-methoxyphenyl)butan-2-one (0.15 g, 0.36 mmol) was dissolved in methanol (1.8 mL) and methylamine (0.36 mL, 0.72 mmol, 2M solution in methanol) was added in one portion and the reaction was allowed to stir at 25° C. for 0.5 hour. S-ethylisothiourea hydrobromide (0.27 mg, 1.46 mmol) and NaOH (0.61 mL, 1.82 mmol, 3M solution in water) were added to the solution and the resulting solution was allowed to stir at 25° C. for 16 hours. The reaction was purified using reverse phase C-18 chromatography (acetontitrile and water system) to afford 140 mg of 4-[2-(4-bromophenyl)-1-(4-methoxyphenyl)ethyl]-1-methyl-1H-imidazol-2-amine as a yellow solid.

Aufarbeitung

  1. stirringto stir at 25° C. for 16 hours
  2. customThe reaction was purified

Quellen und Nachweise

ORD-Eintrag
ord-af88c8423c9e4317bb520879787aed68
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08492387B2

Verknüpfte Notizen

Wird geladen…