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5-Bromo-7-azaindole

CAS No.
183208-35-7
Chemical Name:
5-Bromo-7-azaindole
Synonyms
5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE;3-Bromo-7H-pyrrolo[2,3-b]pyridine;SW-57;SWF-57;SKL277;EOS-60661;5-BROMO AZAINDOLE;5-bromo-7-azindole;5-BROMO-7-AZAINDOLE;5-Bromo-7-azaindole,96%
CBNumber:
CB6756981
Molecular Formula:
C7H5BrN2
Molecular Weight:
197.03
MDL Number:
MFCD06659677
MOL File:
183208-35-7.mol
MSDS File:
SDS
Last updated:2024-11-22 13:21:06

5-Bromo-7-azaindole Properties

Melting point 176-180 °C
Boiling point 357.4±42.0 °C(Predicted)
Density 1.79±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka 6.25±0.20(Predicted)
form Crystalline Powder
color White to yellow
InChI InChI=1S/C7H5BrN2/c8-6-3-5-1-2-9-7(5)10-4-6/h1-4H,(H,9,10)
InChIKey LPTVWZSQAIDCEB-UHFFFAOYSA-N
SMILES C12NC=CC1=CC(Br)=CN=2
LogP 1.8 at 25℃ and pH7
CAS DataBase Reference 183208-35-7(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H318
Precautionary statements  P280-P301+P312+P330-P305+P351+P338+P310
Hazard Codes  Xi,Xn
Risk Statements  22-41
Safety Statements  26-39
WGK Germany  3
HazardClass  IRRITANT
HS Code  29339900
NFPA 704
1
2 0

5-Bromo-7-azaindole price More Price(49)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 692549 5-Bromo-7-azaindole 97% 183208-35-7 5g $200 2024-03-01 Buy
Sigma-Aldrich 692549 5-Bromo-7-azaindole 97% 183208-35-7 1g $49.9 2023-06-20 Buy
TCI Chemical B3588 5-Bromo-1H-pyrrolo[2,3-b]pyridine >98.0%(GC)(T) 183208-35-7 1g $39 2024-03-01 Buy
TCI Chemical B3588 5-Bromo-1H-pyrrolo[2,3-b]pyridine >98.0%(GC)(T) 183208-35-7 5g $117 2024-03-01 Buy
Alfa Aesar H50040 5-Bromo-7-azaindole, 96% 183208-35-7 1g $52.65 2024-03-01 Buy
Product number Packaging Price Buy
692549 5g $200 Buy
692549 1g $49.9 Buy
B3588 1g $39 Buy
B3588 5g $117 Buy
H50040 1g $52.65 Buy

5-Bromo-7-azaindole Chemical Properties,Uses,Production

Chemical Properties

White to light brown powder or crystal

Uses

5-Bromo-7-azaindole is a chemical reagent used in organic syntheses. Used in the synthesis of Venetoclax (A112430), a potent and selective BCL-2 inhibitor that achieves potent antitumour activity while sparing platelets. Also used in other 7-azaindole derivatives such as for PDK1 inihibtors.

Synthesis

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.

183208-34-6
183208-35-7
Synthesis of 5-Bromo-7-azaindole from 5-BROMO-1H-PYRROLO[2 , 3-B]PYRIDIN-2(3H)-ONE
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View Lastest Price from 5-Bromo-7-azaindole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-Bromo-7-azaindole pictures 2024-11-28 5-Bromo-7-azaindole
183208-35-7
US $0.00-0.00 / kg 1kg 99% 20MT Watson Biotechnology Co.,Ltd
5-Bromo-7-azaindole pictures 2024-11-28 5-Bromo-7-azaindole
183208-35-7
US $0.00 / KG 1KG 99% 20mt Jinan Finer Chemical Co., Ltd
5-Bromo-7-azaindole pictures 2024-11-22 5-Bromo-7-azaindole
183208-35-7
US $10.00 / KG 100KG 99% 100 mt Hebei Weibang Biotechnology Co., Ltd
5-BROMO-7-AZAINDOLE 5-Bromo-7-azaindole,96% 5-BROMO AZAINDOLE 1H-Pyrrolo[2,3-b]pyridine, 5-bromo- 5-Bromo-1H-pyrrolo2,3-büpyridine 5-Bromo-1H-pyrrolo[2,3-b]pyridine ,97% 5-Bromo-7-azaindole 97% 5-BroMo-7-azaindole, 97+% 5-Bromo-1H-pyrrolo[2,3-β]pyridine 5-Bromo-7-azaindole≥ 99% (HPLC) EOS-60661 5-Bromo-7-azaindole ISO 9001:2015 REACH SWF-57 SW-57 SKL277 5-BROMO-7-AZAINDOLE (5-BROMO-1H-PYRROLO(2,3-b) PYRIDINE Professional Supply API 5-Bromo-7-Azaindole CAS 183208-35-7 5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE 3-Bromo-7H-pyrrolo[2,3-b]pyridine 5-bromo-7-azindole 5-BROMO-7-AZAINDOLE / 5-bromo-1H-pyrrolo[2,3-b]pyridine / Venetoclax Intermediate 183208-35-7 183208-35-9 183208-15-7 CHIRAL CHEMICALS pyridine Non-Chiral heterocyclic compounds Heterocycle-Indole series Heterocycle-Pyridine series Heterocycles Intermediate