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

HRID 559000Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 559000
[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-35921d9b1f1a401dba336db97e6f3342
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063058B2

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