5-Bromo-7-azaindole Chemische Eigenschaften,Einsatz,Produktion Methoden
R-S?tze Betriebsanweisung:
R22:Gesundheitssch?dlich beim Verschlucken.
R41:Gefahr ernster Augensch?den.
S-S?tze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S39:Schutzbrille/Gesichtsschutz tragen.
Beschreibung
5-Bromo-7-azaindole has important applications in drug synthesis and is often used as an intermediate in the synthesis of a variety of bioactive molecules, especially in the development of anti-tumor, anti-viral and neurological drugs. In addition, it can also be used in the research of fluorescent probes to help observe cellular processes in real time.
Chemische Eigenschaften
White to light brown powder or crystal
Synthese
In the 250 ml flask is sequentially added in 50 ml ethanol and 5-bromo-1-hydrogen pyrrolo [2,3 - the b] pyridine -2 - ketone (4.2g, 20
mmol), Sn powder (4.7 g, 40 mmol) and 5 mol/L hydrochloric acid (14 ml),
40 ℃ stirring for 2 hours, the reaction is completed, to remove the
ethanol, add 50 ml of water residue is completely dissolved,
saturated NaHCO3 solution and to pH=8, and filtering the resulting solid,
after drying, dissolved in 50 ml chloroform, adding CuBr2(13.4 g,
60mmol), 60 Cstirring for 2 hours, the reaction is completed, the end of
the reaction, rotary evaporated to remove chloroform, adding 50 ml
saturated NaHCO3 solution, ethyl acetate (3 × 100 ml), the combined
organic phase with water (50 ml) for washing and then the saturated salt
water (50 ml) washing, anhydrous Na2SO4 drying, filtering, the filtrate
is concentrated to obtain 5-bromo-1H-pyrrolo [2,3 - the b]
pyridine the crude product, the crude product is chloroform: hexane=2:1
(volume ratio) mixed solution recrystallize to get 3.1 g of pale yellow 5-Bromo-7-azaindole pure product, yield
77.6%, melting point:176.8-177.3 ℃.
Solubility in organics
The solubility of 5-Bromo-7-azaindole in pure solvents increases with increasing temperature. Among them 5-Bromo-7-azaindole showed the best solubility in methyl acetate and the worst solubility in hexane. The maximum change in solubility of 5-Bromo-7-azaindole in DCM was observed at T = 298.15-313.15 K. The solubility of 5-Bromo-7-azaindole in DCM was found to be the most variable.
5-Bromo-7-azaindole Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Zink
1H-Pyrrolo[2,3-b]pyridin
2-Methylpropanol-2
Diethylether-Bortrifluorid
Brom
Essigsure
Manganese triacetate dihydrate
1H-Pyrrolo[2,3-b]pyridine, 5-bromo-1-[(1,1-dimethylethyl)dimethylsilyl]-
Acetamide, N-[5-bromo-3-[2-(trimethylsilyl)ethynyl]-2-pyridinyl]-
5-BROMO-1H-PYRROLO[2 , 3-B]PYRIDIN-2(3H)-ONE
3,3,5-Tribromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one
2-Aminopyrrole
5-bromo-3-ethynylpyridin-2-amine
Methyl 5-bromo-7-azaindole-3-carboxylate
5-BROMO-3-((TRIMETHYLSILYL)ETHYNYL)PYRIDIN-2-AMINE
5-BROMO-2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDINE
4-(2-amino-5-bromo-pyridin-3-yl)-2-methyl-but-3-yn-2-o
Downstream Produkte
