Tert-butyl 3-fluoro-4-(thiazol-4-yl)phenylcarbamate → 3-Fluoro-4-(thiazol-4-yl)benzenamine

HRID 1846695Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1846695
[F:1][C:2]1[CH:3]=[C:4]([NH:13]C(=O)OC(C)(C)C)[CH:5]=[CH:6][C:7]=1[C:8]1[N:9]=[CH:10][S:11][CH:12]=1>C(Cl)Cl.C(O)(C(F)(F)F)=O>[F:1][C:2]1[CH:3]=[C:4]([NH2:13])[CH:5]=[CH:6][C:7]=1[C:8]1[N:9]=[CH:10][S:11][CH:12]=1

Komponenten

4

Edukt 1

HCID 57471879Tert-butyl 3-fluoro-4-(thiazol-4-yl)phenylcarbamate

Produkt 1

HCID 574718803-Fluoro-4-(thiazol-4-yl)benzenamineAusbeute 81,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

A solution of tert-butyl 3-fluoro-4-(thiazol-4-yl)phenylcarbamate (270 mg, 0.92 mmol) in CH2Cl2 (2 mL) and TFA (4 mL) was stirred at room temperature for 60 min. It was then concentrated in vacuo. The residue was dissolved in CH2Cl2 (20 mL), which was washed with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give 3-fluoro-4-(thiazol-4-yl)benzenamine (145 mg) as free base. MS 195.2 (M+H)

Aufarbeitung

  1. concentrationIt was then concentrated in vacuo
  2. dissolutionThe residue was dissolved in CH2Cl2 (20 mL)
  3. washwhich was washed with 5% NaHCO3
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-32b3bf0e27e34dc8ab556eb6e4920cbc
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08952027B2

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