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tert-Butanol → HCID 136173745, Verbindung

HRID 2079223
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2079223
[CH3:1][N:2]([CH3:45])[C:3]([CH2:5][O:6][C:7]1[C:8]([F:44])=[C:9]([CH:15]([NH:31][C:32]2[CH:37]=[CH:36][C:35]([C:38]3[N:42]=[C:41]([CH3:43])[O:40][N:39]=3)=[CH:34][CH:33]=2)[C:16]2[NH:20][C:19](=[O:21])[N:18]([C:22]3[CH:30]=[CH:29][CH:28]=[CH:27][C:23]=3C(O)=O)[N:17]=2)[CH:10]=[C:11]([CH2:13][CH3:14])[CH:12]=1)=[O:4].C([N:48]([CH2:51]C)CC)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:60])C=CC=CC=1.C(OCC)(=O)C.[C:76]([OH:80])([CH3:79])([CH3:78])[CH3:77]>O>[C:76]([O:80][C:51](=[O:60])[NH:48][C:23]1[CH:27]=[CH:28][CH:29]=[CH:30][C:22]=1[N:18]1[C:19](=[O:21])[NH:20][C:16]([CH:15]([C:9]2[CH:10]=[C:11]([CH2:13][CH3:14])[CH:12]=[C:7]([O:6][CH2:5][C:3](=[O:4])[N:2]([CH3:45])[CH3:1])[C:8]=2[F:44])[NH:31][C:32]2[CH:37]=[CH:36][C:35]([C:38]3[N:42]=[C:41]([CH3:43])[O:40][N:39]=3)=[CH:34][CH:33]=2)=[N:17]1)([CH3:79])([CH3:78])[CH3:77]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 5

HCID 6386tert-ButanolHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 199401P,P-Diphenylphosphinic azideHCID 136173790HCID 136173790, Verbindung

Produkt 1

HCID 136173745HCID 136173745, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 0.320 g of 2-(3-{(3-dimethylcarbamoylmethoxy-5-ethyl-2-fluorophenyl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]methyl}-5-oxo-4,5-dihydro-1H-[1,2,4]triazol-1-yl)benzoic acid, 0.098 ml of triethylamine and 0.151 ml of diphenylphosphorylazide in 10 ml of t-butanol was stirred under a nitrogen atmosphere at room temperature for 20 hours and then at 70° C. for 36 hours. After adding 100 ml of ethyl acetate and 50 ml of water to the reaction mixture, the organic layer was dried over anhydrous magnesium sulfate, the desiccating agent was filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (methanol-ethyl acetate) to give the title compound (0.135 g) as a white solid.

Aufarbeitung

  1. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  2. filtrationthe desiccating agent was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (methanol-ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-423c169db232453999ff73cc322c3302
Quelldatensatz
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07928228B2

Notizen zur Reaktion

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