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4-Methyl-1,2-oxazol-3-amine → HCID 58483990, Verbindung

HRID 2368088
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2368088
[CH:1]1([CH2:4][O:5][C:6]2[CH:25]=[CH:24][C:9]3[N:10]=[C:11]([N:13]4[CH2:18][CH2:17][CH:16]([O:19][CH2:20][C:21](=O)[CH3:22])[CH2:15][CH2:14]4)[O:12][C:8]=3[CH:7]=2)[CH2:3][CH2:2]1.[CH3:26][C:27]1[C:28]([NH2:32])=[N:29][O:30][CH:31]=1.[B][B][B][B][B][B][B][B][B][B]>CO.C(O)(=O)C.C(OCC)(=O)C>[CH:1]1([CH2:4][O:5][C:6]2[CH:25]=[CH:24][C:9]3[N:10]=[C:11]([N:13]4[CH2:14][CH2:15][CH:16]([O:19][CH2:20][CH:21]([NH:32][C:28]5[C:27]([CH3:26])=[CH:31][O:30][N:29]=5)[CH3:22])[CH2:17][CH2:18]4)[O:12][C:8]=3[CH:7]=2)[CH2:2][CH2:3]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 3

HCID 137950474-Methyl-1,2-oxazol-3-amineHCID 67448291HCID 67448291, VerbindungHCID 178419135HCID 178419135, Verbindung

Produkt 1

HCID 58483990HCID 58483990, VerbindungAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 176Acetic AcidLösungsmittel
HCID 887
Methanol
Lösungsmittel
HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 1-({1-[6-(cyclopropylmethoxy)-1,3-benzoxazol-2-yl]piperidin-4-yl}oxy)propan-2-one (50 mg) and 4-methylisoxazol-3-amine (21.4 mg) in methanol (1 mL) and acetic acid (50 μL) was added decaborane (26.6 mg), and the mixture was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate, washed with distilled water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel chromatography (NH, hexane/ethyl acetate). 1M Hydrochloric acid was added thereto, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (42.1 mg).

Aufarbeitung

  1. washwashed with distilled water and saturated brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue was purified by silica gel chromatography (NH, hexane/ethyl acetate)
  5. addition1M Hydrochloric acid was added
  6. extractionthe mixture was extracted with ethyl acetate
  7. washThe extract was washed with saturated brine
  8. dry with materialdried over anhydrous sodium sulfate
  9. customThe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-41bd571b42874f50ad12ae553add1a77
Quelldatensatz
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08703758B2

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