Ammonia → 5-(3-Methyl-[1,2,4]oxadiazol-5-yl)-4-phenyl-thiazol-2-ylamine

HRID 604490Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 604490
C(OC(=O)[NH:7][C:8]1[S:9][C:10]([C:19]2[O:23][N:22]=[C:21]([CH3:24])[N:20]=2)=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:12]=1)(C)(C)C.C(O)(C(F)(F)F)=O.N>C(O)(=O)C.[Cl-].[Na+].O>[CH3:24][C:21]1[N:20]=[C:19]([C:10]2[S:9][C:8]([NH2:7])=[N:12][C:11]=2[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[O:23][N:22]=1

Komponenten

6

Edukt 3

HCID 222AmmoniaHCID 6422Trifluoroacetic acidHCID 57709599[5-(3-Methyl-[1,2,4]oxadiazol-5-yl)-4-phenyl-thiazol-2-yl]-carbamic Acid tert-butyl ester

Produkt 1

HCID 577095965-(3-Methyl-[1,2,4]oxadiazol-5-yl)-4-phenyl-thiazol-2-ylamineAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

[5-(3-Methyl-[1,2,4]oxadiazol-5-yl)-4-phenyl-thiazol-2-yl]-carbamic acid tert-butyl ester was suspended in glacial acetic acid (20 mL). TFA (20 mL) was added. The reaction mixture was stirred at room temperature overnight. The reaction mixture was added to brine (100 mL) and pH was adjusted to pH 10 with ammonia. The mixture was extracted with EtOAc (2×75 mL). The combined organic phases was washed with brine (50 mL), dried with MgSO4 and solvents were removed in vacuo to give a white solid. Yield 98%.

Aufarbeitung

  1. extractionThe mixture was extracted with EtOAc (2×75 mL)
  2. washThe combined organic phases was washed with brine (50 mL)
  3. dry with materialdried with MgSO4 and solvents
  4. customwere removed in vacuo
  5. customto give a white solid

Quellen und Nachweise

ORD-Eintrag
ord-dfbcf9733a9c4367b58c1bd176115307
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07910613B2

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