Acetic Anhydride → HCID 57439883, Verbindung

HRID 906036Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 906036
[CH3:1]CN(CC)CC.[CH3:8][C:9]([O:11][C:12]([CH3:14])=[O:13])=O.OC1C=[CH:20][C:19]([NH:22][C:23]([C:25]2[CH:30]=[CH:29][C:28]([N:31]3[CH2:36][CH2:35][N:34]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:33][CH2:32]3)=[CH:27][CH:26]=2)=O)=[CH:18][CH:17]=1>C(Cl)Cl>[C:12]([O:11][C:9]1[CH:17]=[CH:18][C:19]([NH:22][C:23]([C:25]2[CH:30]=[CH:29][C:28]([N:31]3[CH2:32][CH2:33][N:34]([C:37]([O:39][C:40]([CH3:41])([CH3:43])[CH3:42])=[O:38])[CH2:35][CH2:36]3)=[CH:27][CH:26]=2)=[CH2:1])=[CH:20][CH:8]=1)(=[O:13])[CH3:14]

Komponenten

5

Edukt 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 11516825Tert-butyl 4-[4-[(4-hydroxyphenyl)carbamoyl]phenyl]piperazine-1-carboxylate

Produkt 1

HCID 57439883HCID 57439883, VerbindungAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

1.1 eq of Et3N and 2 eq of Ac2O were added to a solution of tert-butyl 4-(4-{[(4-hydroxyphenyl)amino]carbonyl}phenyl)piperazine-1-carboxylate in dry DCM (0.1 M) (prepared as described in published International patent application WO98/00134) and the solution stirred at RT for 16 h under a nitrogen atmosphere. The reaction mixture was diluted with DCM and the organic phase was washed with aqueous HCl (1N) (twice), saturated aqueous NaHCO3 and then brine. The organic phase was dried over Na2SO4, filtered and the solvent evaporated in vacuo to afford the title compound as a white solid (90%); MS (ES+) m/z 440 (M+H)+

Aufarbeitung

  1. washthe organic phase was washed with aqueous HCl (1N) (twice), saturated aqueous NaHCO3
  2. dry with materialThe organic phase was dried over Na2SO4
  3. filtrationfiltered
  4. customthe solvent evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-744a580611014449bdbdc175e2c4a140
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08012982B2

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