5-(tert-butyldimethylsilyloxy)-2-phthalimido-N-[[1-(4-pyridyl)piperidin-4-yl]methoxycarbonyl]aniline → 4-(tert-Butyldimethyl-silyloxy)-N2-[1-(4-pyridyl)piperidin-4-yl]methoxycarbonyl-1,2-benzenediamine

HRID 842390Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 842390
[Si:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([N:32]2C(=O)C3=CC=CC=C3C2=O)=[C:13]([CH:31]=1)[NH:14][C:15]([O:17][CH2:18][CH:19]1[CH2:24][CH2:23][N:22]([C:25]2[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=2)[CH2:21][CH2:20]1)=[O:16])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>NN.CO.C(Cl)Cl>[Si:1]([O:8][C:9]1[CH:31]=[C:13]([NH:14][C:15]([O:17][CH2:18][CH:19]2[CH2:24][CH2:23][N:22]([C:25]3[CH:26]=[CH:27][N:28]=[CH:29][CH:30]=3)[CH2:21][CH2:20]2)=[O:16])[C:12]([NH2:32])=[CH:11][CH:10]=1)([C:4]([CH3:7])([CH3:5])[CH3:6])([CH3:3])[CH3:2]

Komponenten

5

Edukt 1

HCID 181745295-(tert-butyldimethylsilyloxy)-2-phthalimido-N-[[1-(4-pyridyl)piperidin-4-yl]methoxycarbonyl]aniline

Produkt 1

HCID 538609714-(tert-Butyldimethyl-silyloxy)-N2-[1-(4-pyridyl)piperidin-4-yl]methoxycarbonyl-1,2-benzenediamineAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittelHCID 9321HydrazineLösungsmittel

Versuchsvorschrift

A solution of 5-(tert-butyldimethylsilyloxy)-2-phthalimido-N-[[1-(4-pyridyl)piperidin-4-yl]methoxycarbonyl]aniline (1.34 g, 2.28 mmol) in 1 M hydrazine in methanol (6 mL) was stirred at ambient temperature for 40 h during which time a white precipitate formed. The mixture was further diluted with methylene chloride and cooled with an ice bath then filtered. The filtrate was washed once with saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo to yield 890 mg (86%) of the title compound as a tan powder.

Aufarbeitung

  1. customformed
  2. temperaturecooled with an ice bath
  3. filtrationthen filtered
  4. washThe filtrate was washed once with saturated sodium chloride solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7dc506c480074dcfb1ba06a8e54781d2
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06372759B1

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