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Trifluoroacetic acid → HCID 18447431, Verbindung

HRID 1269876
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1269876
FC(F)(F)C(O)=O.[CH2:8]([N:15]1[CH:20]2[CH2:21][CH2:22][CH:16]1[CH2:17][CH:18]([NH:23][C:24]1[C:25]([CH3:39])=[C:26]3[C:30](=[CH:31][CH:32]=1)[N:29](C1CCCCO1)[N:28]=[CH:27]3)[CH2:19]2)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(=O)([O-])O.[Na+]>ClCCl>[CH2:8]([N:15]1[CH:20]2[CH2:21][CH2:22][CH:16]1[CH2:17][CH:18]([NH:23][C:24]1[C:25]([CH3:39])=[C:26]3[C:30](=[CH:31][CH:32]=1)[NH:29][N:28]=[CH:27]3)[CH2:19]2)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 6422Trifluoroacetic acid2×HCID 516892Sodium BicarbonateHCID 18447432HCID 18447432, Verbindung

Produkt 1

HCID 18447431HCID 18447431, VerbindungAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Trifluoroacetic acid (1 ml) was added to a solution of the N-(8-benzyl-8-azabicyclo[3.2.1]oct-3-yl)-4-methyl-1-tetrahydro-2H-pyran-2-yl-1H-indazol-5-amine (273 mg, 0.634 mmol) obtained in Example 499 in dichloromethane (9 ml), and the resulting mixture was stirred at room temperature for 30 minutes. Then, trifluoroacetic acid (1 ml) was added thereto and stirred for another 30 minutes, and the resulting mixture was poured into a saturated aqueous sodium hydrogencarbonate solution and extracted with chloroform. The extract solution was washed with a saturated aqueous sodium chloride solution, dried over sodium sulfate, and then distilled under reduced pressure to remove the solvent. The residue was purified by a preparative thin-layer chromatography (200×200×0.5 mm, 6 plates, eluent: chloroform/methanol=6/1) to obtain N-(8-benzyl-8-azabicyclo[3.2.1]oct-3-yl)-4-methyl-1H-indazol-5-amine (142 mg, 65%).

Aufarbeitung

  1. stirringstirred for another 30 minutes
  2. extractionextracted with chloroform
  3. washThe extract solution was washed with a saturated aqueous sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. distillationdistilled under reduced pressure
  6. customto remove the solvent
  7. customThe residue was purified by a preparative thin-layer chromatography (200×200×0.5 mm, 6 plates, eluent: chloroform/methanol=6/1)

Quellen und Nachweise

ORD-Eintrag
ord-2f28f007b0d94e589b01c816ee90db73
Quelldatensatz
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07199147B2

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