ChemicalBook > CAS DataBase List > 5-Bromo-7-azaindole

5-Bromo-7-azaindole

Product Name
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
Formula Weight
197.03
MOL File
183208-35-7.mol
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5-Bromo-7-azaindole Property

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)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
22-41
Safety Statements 
26-39
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

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

5-Bromo-7-azaindole Preparation Products And Raw materials

Raw materials

ZINC 7-Azaindole tert-Butanol Boron trifluoride diethyl etherate Government regulation Acetic acid Manganese triacetate dihydrate

Preparation Products

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View Lastest Price from 5-Bromo-7-azaindole manufacturers

Wuhan Circle Star Chem-medical Technology Co.,Ltd
Product
5-Bromo-7-azaindole 183208-35-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99
Supply Ability
1000
Release date
2024-12-19
Watson Biotechnology Co.,Ltd
Product
5-Bromo-7-azaindole 183208-35-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20MT
Release date
2024-09-21
Jinan Finer Chemical Co., Ltd
Product
5-Bromo-7-azaindole 183208-35-7
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20mt
Release date
2019-03-19

183208-35-7, 5-Bromo-7-azaindoleRelated Search:

Indole-3-butyric acid 1-(2,6-Dichlorophenyl)indolin-2-one 7-Azaindole N-Methyl-2-pyrrolidone Indometacin N-Vinyl-2-pyrrolidone Pyrrolidine Polyvinylpyrrolidone Pyridine Indole-3-acetic acid 5-BROMO-1H-PYRROLO[2,3-C]PYRIDIN-2(3H)-ONE tert-butyl 4-(4-broMothiazol-2-yl)piperazine-1-carboxylate (6-Methylpyridazin-3-yl)MethanaMine dihydrochloride No Chinese name rac-4-(6-chloro-2-oxo-2,3-dihydro-1H-indol-3-yl)-piperidine-1-carboxylic acid tert-butyl 5-METHYL-4,5,6,7-TETRAHYDRO[1,3]THIAZOLO[5,4-C]PYRIDIN-2-AMINE 1-METHYL-5-NITRO-1H-INDAZOLE 2,4-dichloro-7H-Pyrrolo[2,3-d]pyriMidine-7-carboxylic acid 1,1-diMethylethyl ester

  • 5-BROMO-1H-PYRROLO[2,3-B]PYRIDINE
  • 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%
  • 3-Bromo-7H-pyrrolo[2,3-b]pyridine
  • 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-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
  • Intermediate
  • CHIRAL CHEMICALS
  • pyridine
  • Non-Chiral heterocyclic compounds
  • Heterocycle-Indole series
  • Heterocycle-Pyridine series
  • Heterocycles