Trifluoroacetic acid → 4-Bromo-6-methoxyquinolin-3-amine

HRID 639003Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 639003
C(OC(=O)[NH:7][C:8]1[CH:9]=[N:10][C:11]2[C:16]([C:17]=1[Br:18])=[CH:15][C:14]([O:19][CH3:20])=[CH:13][CH:12]=2)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:7][C:8]1[CH:9]=[N:10][C:11]2[C:16]([C:17]=1[Br:18])=[CH:15][C:14]([O:19][CH3:20])=[CH:13][CH:12]=2

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 68455075(4-Bromo-6-methoxy-quinolin-3-yl)-carbamic acid tert-butyl ester

Produkt 1

HCID 684539074-Bromo-6-methoxyquinolin-3-amineAusbeute 101,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

(4-Bromo-6-methoxy-quinolin-3-yl)-carbamic acid tert-butyl ester (22.7 g, 0.0643 mole) was dissolved in CH2Cl2 (200 mL) and treated with trifluoroacetic acid (100 mL). After 3.5 hr at RT, the mixture was concentrated and the residue was dissolved in water. The solution was made basic with aqueous sodium carbonate. The precipitate was filtered off, washed with water, and dried at 40° C. in vacuo overnight, to give the title compound (16.46 g, 101%) as a white solid: MS (ES) m/e 254/256 (M+H)+.

Aufarbeitung

  1. concentrationthe mixture was concentrated
  2. dissolutionthe residue was dissolved in water
  3. filtrationThe precipitate was filtered off
  4. washwashed with water
  5. customdried at 40° C. in vacuo overnight

Quellen und Nachweise

ORD-Eintrag
ord-f62c60dc319b42548a579005e7f442ea
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691850B2

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