HCID 59456957, Verbindung → HCID 59456920, Verbindung
Reaktionsgleichung
[NH2:1][C:2]1[N:15]=[CH:14][C:13]([Br:16])=[CH:12][C:3]=1[C:4]([NH:6][CH2:7][CH2:8][N:9]([CH3:11])[CH3:10])=O>C1COCC1>[Br:16][C:13]1[CH:12]=[C:3]([CH2:4][NH:6][CH2:7][CH2:8][N:9]([CH3:11])[CH3:10])[C:2]([NH2:1])=[N:15][CH:14]=1Komponenten
3
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
2-Amino-5-bromo-N-(2-dimethylamino-ethyl)nicotinamide (2.15 g, 7.48 mmol) was added to a BH3 solution (37.5 mL of a 1 M solution in THF, 37.5 mmol), and the mixture was heated to reflux for 6 h. After cooling, the solvent was removed in vacuo. The residue was dissolved in MeOH (20 mL). Concentrated HCl (3 mL) and H2O (3 mL) were added and the mixture was heated to reflux for 2 h. The solvent was then concentrated and the aqueous residue was basified to pH 12 with aqueous NaOH (6 N). The resulting aqueous suspension was extracted with CH2Cl2 (3×60 mL). The combined organics were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure to give the title compound (0.50 g, 25%) as a colorless oil: MS (ESI) m/e 273 (M+H)+.