Trifluoroacetic acid → 7-(piperidin-4-yloxy)-3,4-dihydro-2H-2,4a,5-triaza-fluoren-1-one

HRID 2105433Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2105433
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:27]=[C:26]3[C:18]([N:19]4[C:24](=[CH:25]3)[C:23](=[O:28])[NH:22][CH2:21][CH2:20]4)=[N:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH:8]1[CH2:9][CH2:10][CH:11]([O:14][C:15]2[CH:27]=[C:26]3[C:18]([N:19]4[C:24](=[CH:25]3)[C:23](=[O:28])[NH:22][CH2:21][CH2:20]4)=[N:17][CH:16]=2)[CH2:12][CH2:13]1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 684647274-(1-Oxo-1,2,3,4-tetrahydro-2,4a,5-triaza-fluoren-7-yloxy)-piperidine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 684660687-(piperidin-4-yloxy)-3,4-dihydro-2H-2,4a,5-triaza-fluoren-1-oneAusbeute 42 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

The solution of 0.45 g (1.17 mmol) 4-(1-oxo-1,2,3,4-tetrahydro-2,4a,5-triaza-fluoren-7-yloxy)-piperidine-1-carboxylic acid tert-butyl ester in 10 mL dichloromethane was cooled to 0° C., 5 mL (7.4 g, 65.3 mmol) trifluoroacetic acid were added and the cooling bath was removed. After 1 h the volatile components were removed at a rotary evaporator, the residue was dissolved in dichloromethane and was washed with 1M aqueous sodium hydroxide solution and brine. The organic layer was dried over magnesium sulfate, filtered and evaporated to give 140 mg (42%) of the desired product as a white solid.

Aufarbeitung

  1. customthe cooling bath was removed
  2. customAfter 1 h the volatile components were removed at a rotary evaporator
  3. dissolutionthe residue was dissolved in dichloromethane
  4. washwas washed with 1M aqueous sodium hydroxide solution and brine
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-862d7e4371584fafa39842a5ffdfed59
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07579351B2

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