1,2-Ethanediamine, N1,N1,N2-trimethyl- → Tert-butyl 2-(5-(((2-(dimethylamino)ethyl)(methyl)amino)methyl)-2-(methoxymethoxy)benzamido)-4-phenylbenzoate

HRID 454647Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 454647
Br[CH2:2][C:3]1[CH:4]=[CH:5][C:6]([O:31][CH2:32][O:33][CH3:34])=[C:7]([CH:30]=1)[C:8]([NH:10][C:11]1[CH:23]=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:21]=[CH:20][C:12]=1[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[O:9].[CH3:35][N:36]([CH3:41])[CH2:37][CH2:38][NH:39][CH3:40]>CC(C)=O>[CH3:35][N:36]([CH3:41])[CH2:37][CH2:38][N:39]([CH2:2][C:3]1[CH:4]=[CH:5][C:6]([O:31][CH2:32][O:33][CH3:34])=[C:7]([CH:30]=1)[C:8]([NH:10][C:11]1[CH:23]=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:21]=[CH:20][C:12]=1[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[O:9])[CH3:40]

Komponenten

4

Edukt 2

HCID 673381,2-Ethanediamine, N1,N1,N2-trimethyl-HCID 66990849Tert-butyl 2-(5-(bromomethyl)-2-(methoxymethoxy)benzamido)-4-phenylbenzoate

Produkt 1

HCID 66991111Tert-butyl 2-(5-(((2-(dimethylamino)ethyl)(methyl)amino)methyl)-2-(methoxymethoxy)benzamido)-4-phenylbenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

Under ice-cooling, tert-butyl 2-(5-(bromomethyl)-2-(methoxymethoxy)benzamido)-4-phenylbenzoate (0.12 g) was added to an acetone (1.8 mL) solution of N,N,N′-trimethylethylenediamine (0.089 mL), followed by stirring at room temperature for 1 hour. The solvent was evaporated under reduced pressure, and a saturated aqueous solution of sodium bicarbonate and chloroform were added to the residue. The organic layer was separated and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 100-90% chloroform/methanol] to obtain 0.070 g of tert-butyl 2-(5-(((2-(dimethylamino)ethyl)(methyl)amino)methyl)-2-(methoxymethoxy)benzamido)-4-phenylbenzoate.

Aufarbeitung

  1. temperatureUnder ice-cooling
  2. customThe solvent was evaporated under reduced pressure
  3. additiona saturated aqueous solution of sodium bicarbonate and chloroform were added to the residue
  4. customThe organic layer was separated
  5. dry with materialdried over anhydrous sodium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe obtained residue was purified by silica gel column chromatography [eluent: 100-90% chloroform/methanol]

Quellen und Nachweise

ORD-Eintrag
ord-4ee74432fd404c8c84f26d58b40856b4
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08492582B2

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