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5-Bromo-7-azaindole
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Name

5-Bromo-7-azaindole

 EINECS 629-247-8
CAS No. 183208-35-7 Density 1.77 g/cm3
PSA 28.68000 LogP 2.32540
Solubility N/A Melting Point 178.0-178.8 °C
Formula C7H5BrN2 Boiling Point 357.4±42.0 °C(Predicted)
Molecular Weight 197.034 Flash Point N/A
Transport Information N/A Appearance N/A
Safety 26-39 Risk Codes 22-41
Molecular Structure Molecular Structure of 183208-35-7 (5-Bromo-7-azaindole) Hazard Symbols IrritantXi,HarmfulXn
Synonyms

5-Bromo-7-azaindole;7-aza-5-bromoindole;5-Bromo-1H-pyrrolo[2,3-b]pyridine;5-BROMO AZAINDOLE;RW2897;

Article Data 42

5-Bromo-7-azaindole Synthetic route

115170-40-6

7-aza-5-bromoindoline

183208-35-7

5-bromo-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With manganese(IV) oxide In dichloromethane for 72h;100%
With manganese(IV) oxide In toluene for 4h; Reflux;90%
With activated carbon fiber catalyst In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 8h; Solvent;85.43%
754214-54-5

5-bromo-1-(tert-butyl-dimethyl-silanyl)-1H-pyrrolo[2,3-b]pyridine

183208-35-7

5-bromo-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With hydrogenchloride In methanol for 0.133333h;94%
With tetrabutyl ammonium fluoride In tetrahydrofuran at 25℃; for 0.5h;
2-nitro-3-dimethylaminovinyl-5-bromopyridine

2-nitro-3-dimethylaminovinyl-5-bromopyridine

183208-35-7

5-bromo-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With sodium at 20 - 60℃; for 1.5h; Temperature; Inert atmosphere;92.9%

Conditions
ConditionsYield
With potassium hydroxide In 1,2-dimethoxyethane at 140℃; for 16h; Industrial scale;91.5%
5-bromo-3-ethynyl-pyridin-2-ylamine

5-bromo-3-ethynyl-pyridin-2-ylamine

183208-35-7

5-bromo-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide at 60 - 85℃; Large scale;90%
Stage #1: 5-bromo-3-ethynyl-pyridin-2-ylamine With potassium tert-butylate In 1-methyl-pyrrolidin-2-one at 60℃; for 3h;
Stage #2: With water In 1-methyl-pyrrolidin-2-one; toluene

(E)-N'-(5-bromo-3-methylpyridin-2-yl)-N-methyl-N-phenylmethanimidamide

183208-35-7

5-bromo-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With sodium amide In diethylene glycol dimethyl ether at 10 - 15℃; for 16h; Industrial scale;87.6%

C9H13Br2NO3

183208-35-7

5-bromo-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With ammonium hydroxide; potassium carbonate; ammonium chloride In tetrahydrofuran at 25 - 60℃; for 4h;86.8%
1262985-25-0

4-(2-amino-5-bromopyridin-3-yl)-2-methylbut-3-yn-2-ol

183208-35-7

5-bromo-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With sodium hydroxide In water; glycerol at 80℃; for 15h; Solvent;86.6%
With sodium hydroxide In 1-methyl-pyrrolidin-2-one; water at 75 - 81℃; under 262.526 Torr; Inert atmosphere;75%
4458-15-5

2-aminopyrrole

bromomalonaldehyde; sodium enolate

183208-35-7

5-bromo-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With hydrogen bromide In ethanol Reflux;85.5%
905966-34-9

5-bromo-3-(2-(trimethylsilyl)ethynyl)pyridine-2-amine

183208-35-7

5-bromo-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With sodium hydride In 1-methyl-pyrrolidin-2-one at 80℃; for 1h; Inert atmosphere;80%
With potassium tert-butylate In 1-methyl-pyrrolidin-2-one at 80℃; for 1h;70%
Stage #1: 5-bromo-3-(2-(trimethylsilyl)ethynyl)pyridine-2-amine With potassium tert-butylate In tert-butyl alcohol for 12h; Heating / reflux;
Stage #2: With hydrogenchloride In water; tert-butyl alcohol at 20℃; for 12h; Heating / reflux;
Stage #3: With sodium hydroxide In water; tert-butyl alcohol		60%
Stage #1: 5-bromo-3-(2-(trimethylsilyl)ethynyl)pyridine-2-amine With potassium tert-butylate In tert-butyl alcohol
Stage #2: With hydrogenchloride In water; tert-butyl alcohol		56%
With potassium tert-butylate In 1-methyl-pyrrolidin-2-one at 20 - 80℃; for 1h; Product distribution / selectivity;53%

5-Bromo-7-azaindole Chemical Properties

Empirical Formula: C7H5BrN2
Molecular Weight: 197.032
Nominal Mass: 196 Da
Average Mass: 197.032 Da
Monoisotopic Mass: 195.963603 Da 
Index of Refraction: 1.727
Molar Refractivity: 44.3 cm3
Molar Volume: 111.2 cm3
Polarizability: 17.56 10-24cm3
Surface Tension: 64.4 dyne/cm
Density: 1.77 g/cm3
Melting point: 178.0-178.8 °C
Structure of 5-Bromo-1H-pyrrolo[2,3-b]pyridine (CAS NO.183208-35-7):
                         
IUPAC Name: 5-Bromo-1H-pyrrolo[2,3-b]pyridine
Canonical SMILES: C1=CNC2=NC=C(C=C21)Br
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
Product Category of 5-Bromo-1H-pyrrolo[2,3-b]pyridine (CAS NO.183208-35-7): Heterocycles;pyridine

5-Bromo-7-azaindole Safety Profile

Hazard Codes of 5-Bromo-1H-pyrrolo[2,3-b]pyridine (CAS NO.183208-35-7): IrritantXi,HarmfulXn
Risk Statements: 22-41 
R22:Harmful if swallowed. 
R41:Risk of serious damage to the eyes.
Safety Statements: 26-39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S39:Wear eye / face protection.

5-Bromo-7-azaindole Specification

 5-Bromo-1H-pyrrolo[2,3-b]pyridine , its cas register number is 183208-35-7. It also can be called 5-Bromo-7-azaindole ; and 3-Bromo-5,7-diazabicyclo[4.3.0]nona-1,3,5,8-tetraene .

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