ChemicalBook > CAS DataBase List > 4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine

4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine

Product Name
4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine
CAS No.
425380-38-7
Chemical Name
4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine
Synonyms
4-BroMo-7-chloro-6-azaindole;4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine;1H-Pyrrolo[2,3-c]pyridine, 4-broMo-7-chloro-
CBNumber
CB31559423
Molecular Formula
C7H4BrClN2
Formula Weight
231.48
MOL File
425380-38-7.mol
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4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine Property

Melting point:
230-231°
Boiling point:
367.8±37.0 °C(Predicted)
Density 
1.878±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
12.15±0.40(Predicted)
Appearance
Off-white to yellow Solid
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Safety

HazardClass 
IRRITANT
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

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

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N-Bromosuccinimide Price

TRC
Product number
B593985
Product name
4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine
Packaging
50mg
Price
$200
Updated
2021/12/16
TRC
Product number
B593985
Product name
4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine
Packaging
100mg
Price
$310
Updated
2021/12/16
AK Scientific
Product number
Z4740
Product name
4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine
Packaging
250mg
Price
$212
Updated
2021/12/16
Matrix Scientific
Product number
048658
Product name
4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine
Purity
>95%
Packaging
500mg
Price
$390
Updated
2021/12/16
Matrix Scientific
Product number
048658
Product name
4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine
Purity
>95%
Packaging
1g
Price
$700
Updated
2021/12/16
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4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine Chemical Properties,Usage,Production

Uses

4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine inhibits HIV replication in vitro and has shown to be active against both wild type and drug resistant strains of HIV. It also has potential for use as a prophylaxis agent.

Biological Activity

4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine is an azaindole with antiviral activity against HIV. It have been shown to be potent inhibitors of the HIV protease enzyme.

Synthesis

67443-38-3

1826-67-1

425380-38-7

Vinylmagnesium bromide (400 mL, 1.0 M solution in THF) was slowly added dropwise to a stirred solution of 5-bromo-2-chloro-3-nitropyridine (20 g, 84.74 mmol) in anhydrous THF (800 mL) at -78 °C. The reaction mixture was slowly warmed to -20 °C and stirred continuously at this temperature for 8 hours. Upon completion of the reaction, the reaction was quenched with 20% NH4Cl solution (600 mL), followed by extraction of the product with ethyl acetate (2 x 500 mL). The organic layers were combined, washed sequentially with water (200 mL) and brine (200 mL), dried over anhydrous sodium sulfate and concentrated. The resulting crude product was ground with ether (2 × 100 mL) to afford 4-bromo-7-chloro-1H-pyrrolo[2,3-C]pyridine as a brown solid (8 g, 40% yield).1H NMR (400 MHz, DMSO-d6) δ 12.48 (br s, 1H), 8.07 (s, 1H), 7.82 (t, J = 3.2 Hz, 1H), 6.61 (s, 1H); LC/MS: m/z 232 [M+H]+.

References

[1] Patent: WO2014/125408, 2014, A2. Location in patent: Page/Page column 36
[2] Journal of Organic Chemistry, 2002, vol. 67, # 7, p. 2345 - 2347
[3] Patent: WO2014/210255, 2014, A1. Location in patent: Page/Page column 282
[4] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 23, p. 5439 - 5445
[5] Journal of Medicinal Chemistry, 2018, vol. 61, # 14, p. 6308 - 6327

4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine Preparation Products And Raw materials

Raw materials

Phosphorus oxitrichloride Sodium nitrite Phosphorus pentachloride Vinylmagnesium bromide 2-Amino-5-bromopyridine Nitric acid Sulfuric acid

Preparation Products

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View Lastest Price from 4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine manufacturers

Career Henan Chemical Co
Product
4-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine 425380-38-7
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
1ton
Release date
2020-01-10
Career Henan Chemical Co
Product
4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine 425380-38-7
Price
US $1.00/KG
Min. Order
1KG
Purity
95-99%
Supply Ability
1ton
Release date
2020-01-08

425380-38-7, 4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridineRelated Search:

1H-Pyrrolo[3,2-c]pyridine, 7-broMo-4-chloro- 7-CHLORO-4-METHYL-1H-PYRROLO[2,3-C]PYRIDINE 7-CHLORO-5-METHYL-1H-PYRROLO[2,3-C]PYRIDINE 1H-Pyrrolo[2,3-c]pyridine, 4,7-dibroMo- 1H-Indole-7-carboxylic acid, 4-broMo-, Methyl ester 1H-Indole-7-carbonitrile, 4-broMo- 4-BROMO-7-METHOXY-6-AZAINDOLE 4-HYDROXY-5-AZAINDOLE 4-METHOXY-5-AZAINDOLE 7-Aza-2-oxindole-6-carboxylic acid Methyl este 3-BROMO-4-METHOXY-5-AZAINDOLE 4,6-DICHLORO-1H-PYRROLO-[3,2-C]-PYRIDINE 3-Iodo-7-Methoxy-4-azaindole 6-Hydroxy-5-azaindole 1H-Pyrrolo[3,2-c]pyridine, 4-broMo-7-chloro- 4-Methoxy-3-nitro-5-azaindole 4-Metyoxy-2-Methyl-7-azaindole 7-CHLORO-1H-PYRROLO[2,3-C]PYRIDINE

  • 4-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine
  • 1H-Pyrrolo[2,3-c]pyridine, 4-broMo-7-chloro-
  • 4-BroMo-7-chloro-6-azaindole
  • 425380-38-7