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Morpholine → HCID 21913114, Verbindung

HRID 1245975
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1245975
[CH3:1][C:2]1[N:7]2[N:8]=[N:9][N:10]=[C:6]2[C:5]2[N:11]=[C:12]([CH2:29][CH2:30][CH3:31])[N:13]([CH2:14][CH2:15][CH2:16][S:17]([C:20]3[CH:28]=[CH:27][C:23]([C:24]([OH:26])=O)=[CH:22][CH:21]=3)(=[O:19])=[O:18])[C:4]=2[C:3]=1[CH3:32].C(Cl)(=O)C(Cl)=O.[NH:39]1[CH2:44][CH2:43][O:42][CH2:41][CH2:40]1>ClCCl>[CH3:1][C:2]1[N:7]2[N:8]=[N:9][N:10]=[C:6]2[C:5]2[N:11]=[C:12]([CH2:29][CH2:30][CH3:31])[N:13]([CH2:14][CH2:15][CH2:16][S:17]([C:20]3[CH:28]=[CH:27][C:23]([C:24]([N:39]4[CH2:44][CH2:43][O:42][CH2:41][CH2:40]4)=[O:26])=[CH:22][CH:21]=3)(=[O:19])=[O:18])[C:4]=2[C:3]=1[CH3:32]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 8083Morpholine2×HCID 65578Oxalyl chlorideHCID 21913806HCID 21913806, Verbindung

Produkt 1

HCID 21913114HCID 21913114, VerbindungAusbeute 29,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Under a nitrogen atmosphere, a mixture of 4-[3-(5,6-dimethyl-8-propyl-7H-imidazo[4,5-c]tetrazolo[1,5-a]pyridin-7-yl)propane-1-sulfonyl]benzoic acid (2.26 g, 4.95 mmol) and dichloromethane (50 mL) was cooled to 0° C. Oxalyl chloride (0.95 mL, 10.9 mmol) was added dropwise, and the reaction was stirred for two hours at room temperature. To one-third of the solution was added morpholine (0.43 mL, 4.9 mmol), and the reaction was stirred under nitrogen overnight. Additional morpholine (1.0 mL, 11 mmol) was added, and the reaction was stirred for two hours. A white precipitate formed, which was isolated by filtration, washed with ethyl acetate and water, and then dried for two hours in a vacuum oven at 80° C. to provide 0.75 g of {4-[3-(5,6-dimethyl-8-propyl-7H-imidazo[4,5-c]tetrazolo[1,5-a]pyridin-7-yl)propane-1-sulfonyl]phenyl}morpholin-4-ylmethanone as a white solid.

Aufarbeitung

  1. stirringthe reaction was stirred under nitrogen overnight
  2. stirringthe reaction was stirred for two hours
  3. customA white precipitate formed
  4. customwhich was isolated by filtration
  5. washwashed with ethyl acetate and water
  6. customdried for two hours in a vacuum oven at 80° C.

Quellen und Nachweise

ORD-Eintrag
ord-aa4550f1a8cf443c83948498c3ee6509
Quelldatensatz
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07125890B2

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