Reaktionsgleichung
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]2C(F)=[C:10]([CH:13]=[CH:14][CH:15]=2)[C:11]#[N:12])[N:5]=[C:4]2[N:17]([CH3:20])[N:18]=[CH:19][C:3]=12.C([NH:24]O)(=O)C.[C:26](=[O:29])([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]2[C:26]3[O:29][N:24]=[C:11]([NH2:12])[C:10]=3[CH:13]=[CH:14][CH:15]=2)[N:5]=[C:4]2[N:17]([CH3:20])[N:18]=[CH:19][C:3]=12Komponenten
5
Reaktionsbedingungen
- Temperatur
- 50 °C
Versuchsvorschrift
3-(4-Chloro-1-methyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-2-fluorobenzonitrile 15 (90 mg, 0.299 mmol) was added to a mixture of acetohydroxamic acid, CH3C(O)NHOH (0.0675 g, 0.899 mmol) and potassium carbonate (0.145 g, 1.049 mmol) in 4 mL dimethylformamide and the resultant reaction mixture was heated for 2 hours at 50° C. The solvent was removed, diluted with ethyl acetate and washed with saturated sodium bicarbonate (1×20 mL) followed by brine (1×20 mL), dried over anhydrous sodium sulfate, concentrated and purified by a Biotage purification system eluting with ethyl acetate and hexanes to obtain 17 (35 mg, 40%).
Aufarbeitung
- customthe resultant reaction mixture
- customThe solvent was removed
- additiondiluted with ethyl acetate
- washwashed with saturated sodium bicarbonate (1×20 mL)
- dry with materialdried over anhydrous sodium sulfate
- concentrationconcentrated
- custompurified by a Biotage purification system
- washeluting with ethyl acetate and hexanes
Quellen und Nachweise
- ORD-Eintrag
- ord-234f3f97ed2e43b4a692471e1070693d
- Quelldatensatz
- uspto-grants-2014_02
- Patentnummer
- US08653098B2
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