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| CAS No.: | 183208-35-7 |
|---|---|
| Name: | 5-Bromo-7-azaindole |
| Article Data: | 42 |
| Molecular Structure: | |
|
|
|
| Formula: | C7H5BrN2 |
| Molecular Weight: | 197.034 |
| Synonyms: | 5-Bromo-7-azaindole;7-aza-5-bromoindole;5-Bromo-1H-pyrrolo[2,3-b]pyridine;5-BROMO AZAINDOLE;RW2897; |
| EINECS: | 629-247-8 |
| Density: | 1.77 g/cm3 |
| Melting Point: | 178.0-178.8 °C |
| Boiling Point: | 357.4±42.0 °C(Predicted) |
| Hazard Symbols: |
 Xi, Xn
|
| Risk Codes: | 22-41 |
| Safety: | 26-39 |
| PSA: | 28.68000 |
| LogP: | 2.32540 |
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7-aza-5-bromoindoline
- 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| With hydrogenchloride In methanol for 0.133333h; | 94% |
| With tetrabutyl ammonium fluoride In tetrahydrofuran at 25℃; for 0.5h; |
- 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine
| Conditions | Yield |
|---|---|
| With sodium at 20 - 60℃; for 1.5h; Temperature; Inert atmosphere; | 92.9% |
| Conditions | Yield |
|---|---|
| With potassium hydroxide In 1,2-dimethoxyethane at 140℃; for 16h; Industrial scale; | 91.5% |
- 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine
| Conditions | Yield |
|---|---|
| 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 |
- 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine
| Conditions | Yield |
|---|---|
| With sodium amide In diethylene glycol dimethyl ether at 10 - 15℃; for 16h; Industrial scale; | 87.6% |
- 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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
- 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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% |
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Chemistry
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
Safety Profile
Hazard Codes of 5-Bromo-1H-pyrrolo[2,3-b]pyridine (CAS NO.183208-35-7): 
Xi,
Xn
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.
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 .