Trifluoroacetic acid → 5-(3-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-pyrrolo[2,3-b]pyridine
Reaktionsgleichung
COC1C=CC(C[N:8]2[C:12]3=[N:13][CH:14]=[C:15]([C:17]4[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][N:24]5[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]5)[CH:18]=4)[CH:16]=[C:11]3[CH:10]=[CH:9]2)=CC=1.FC(F)(F)C(O)=O>C(Cl)(Cl)Cl>[CH3:30][N:27]1[CH2:26][CH2:25][N:24]([CH2:23][C:19]2[CH:18]=[C:17]([C:15]3[CH:16]=[C:11]4[CH:10]=[CH:9][NH:8][C:12]4=[N:13][CH:14]=3)[CH:22]=[CH:21][CH:20]=2)[CH2:29][CH2:28]1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 50 °C
Versuchsvorschrift
To a stirred solution of 1-(4-methoxybenzyl)-5-(3-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-pyrrolo[2,3-b]pyridine (151) (30 mg) in CHCl3 (8 mL) was added trifluoroacetic acid (5 mL) and heated at 50° C. for 12. After completion of the reaction the solvents were removed, diluted with cold water, pH was adjusted to 8 and the aqueous phase extracted with CHCl3 twice. The organic layer was washed with brine solution and dried over sodium sulphate and the solvent completely distilled off to get the crude product. The crude was passed through 100-200 mesh silica gel, eluting the pure compound in 2% MeOH/CHCl3 gave pale yellow solid compound 5-(3-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-pyrrolo[2,3-b]pyridine 152.
Aufarbeitung
- customAfter completion of the reaction the solvents
- customwere removed
- additiondiluted with cold water, pH
- extractionthe aqueous phase extracted with CHCl3 twice
- washThe organic layer was washed with brine solution
- dry with materialdried over sodium sulphate
- distillationthe solvent completely distilled off
- customto get the crude product
- washeluting the pure compound in 2% MeOH/CHCl3
Quellen und Nachweise
- ORD-Eintrag
- ord-f427f490103e4af5a10683548c8a6787
- Quelldatensatz
- uspto-grants-2015_11
- Patentnummer
- US09187473B2
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