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Hydrochloric Acid → HCID 68830378, Verbindung

HRID 747725
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 747725
Cl.[CH2:2]([O:9][C:10]([N:12]1[CH2:17][CH2:16][CH:15]([O:18][C:19]2[CH:24]=[CH:23][C:22]([CH2:25][C@H:26]([NH:37]C(OC(C)(C)C)=O)[CH2:27][O:28][C:29]3[CH:30]=[C:31]([CH:34]=[CH:35][CH:36]=3)[C:32]#[N:33])=[CH:21][CH:20]=2)[CH2:14][CH2:13]1)=[O:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(N(C(C)C)CC)(C)C.[I:54][C:55]1[CH:60]=[CH:59][C:58]([S:61](Cl)(=[O:63])=[O:62])=[CH:57][CH:56]=1>O1CCOCC1.C(OCC)(=O)C>[CH2:2]([O:9][C:10]([N:12]1[CH2:13][CH2:14][CH:15]([O:18][C:19]2[CH:24]=[CH:23][C:22]([CH2:25][C@H:26]([NH:37][S:61]([C:58]3[CH:59]=[CH:60][C:55]([I:54])=[CH:56][CH:57]=3)(=[O:63])=[O:62])[CH2:27][O:28][C:29]3[CH:30]=[C:31]([CH:34]=[CH:35][CH:36]=3)[C:32]#[N:33])=[CH:21][CH:20]=2)[CH2:16][CH2:17]1)=[O:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 73994-Iodobenzenesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 68829666HCID 68829666, Verbindung

Produkt 1

HCID 68830378HCID 68830378, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857
Ethyl Acetate
Lösungsmittel
HCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

25 ml of 4 N solution of hydrogen chloride in dioxane and 12.5 ml of dioxane were added to 2.54 g (4.34 mmol) of 3-[(2S)-3-[4-[1-(benzyloxycarbonyl)-4-piperidyloxy]phenyl]-2-(t-butoxycarbonylamino)propoxy]benzonitrile. After stirring at room temperature for 24 hours, the solvent was evaporated under reduced pressure, and the residue was dissolved in 40 ml of dimethylformamide. 1.77 ml (13.0 mmol) of diisopropylethylamine and 1.97 g (6.51 mmol) of 4-iodobenzenesulfonyl chloride were added to the solution at 0° C. 30 minutes after, the temperature was elevated to room temperature, and the reaction mixture was stirred for 19 hours. After the treatment with ethyl acetate as the extractant in an ordinary manner, the crude product was obtained. The crude product was purified by the silica gel column chromatography to obtain the title compound.

Aufarbeitung

  1. customthe solvent was evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in 40 ml of dimethylformamide
  3. custom30 minutes
  4. customwas elevated to room temperature
  5. stirringthe reaction mixture was stirred for 19 hours
  6. customThe crude product was purified by the silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-35e2a0891c394160b4135c8c5927fb24
Quelldatensatz
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07396844B1

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