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

HRID 1787678Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1787678
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-bdf39d02b5a74856ba86c03a72223844
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07511035B2

Notizen zur Reaktion

Wird geladen…