ChemicalBook > CAS DataBase List > 5-Chloro-1H-pyrazolo[4,3-b]pyridine

5-Chloro-1H-pyrazolo[4,3-b]pyridine

Product Name
5-Chloro-1H-pyrazolo[4,3-b]pyridine
CAS No.
94220-45-8
Chemical Name
5-Chloro-1H-pyrazolo[4,3-b]pyridine
Synonyms
5-chloro-1H-pyrazolo[4;5-Chloro-1H-pyrazolo[4,3-...;5-chloro-2H-pyrazolo[4,3-b]pyridine;5-CHLORO-1H-PYRAZOLO[4,3-B]PYRIDINE;1H-Pyrazolo[4,3-b]pyridine,5-chloro-;5-Chloro-1H-pyrazolo[4,3-b]pyridine
CBNumber
CB4770800
Molecular Formula
C6H4ClN3
Formula Weight
153.57
MOL File
94220-45-8.mol
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5-Chloro-1H-pyrazolo[4,3-b]pyridine Property

Boiling point:
323.8±22.0 °C(Predicted)
Density 
1.531±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
solid
pka
9.74±0.40(Predicted)
Appearance
Off-white to light yellow Solid
InChIKey
PYZUYYOYVZFJGX-UHFFFAOYSA-N
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Safety

Hazard Codes 
Xn
Risk Statements 
22
HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
BLN00012
Product name
5-Chloro-1H-pyrazolo[4,3-b]pyridine
Purity
Aldrich
Packaging
1g
Price
$783
Updated
2025/07/31
TRC
Product number
C380685
Product name
5-Chloro-1H-pyrazolo[4,3-b]pyridine
Packaging
250mg
Price
$165
Updated
2021/12/16
Matrix Scientific
Product number
073018
Product name
5-Chloro-1H-pyrazolo[4,3-b]pyridine
Purity
95+%
Packaging
5g
Price
$175
Updated
2021/12/16
AK Scientific
Product number
W9664
Product name
5-Chloro-1H-pyrazolo[4,3-b]pyridine
Packaging
5g
Price
$178
Updated
2021/12/16
ChemScene
Product number
CS-D0857
Product name
5-Chloro-1H-pyrazolo[4,3-b]pyridine
Purity
98.21%
Packaging
5g
Price
$88
Updated
2021/12/16
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5-Chloro-1H-pyrazolo[4,3-b]pyridine Chemical Properties,Usage,Production

Uses

5-Chloro-1H-pyrazolo[4,3-b]pyridine is an intermediate used to prepare 2-aryl or heteroaryl indole derivatives as ASIC channel modulators for treating pain, bone diseases, and other disorders.

Synthesis

164666-68-6

94220-45-8

6-Chloro-2-methylpyridin-3-amine (12.8 g, 0.09 mol) was used as starting material and dissolved in chloroform (500 mL). Acetic anhydride (34.0 mL, 0.36 mol) and potassium acetate (10.6 g, 0.11 mol) were added sequentially, and the reaction mixture was stirred and reacted at 60 °C for 2 hours. Subsequently, isoamyl nitrite (27.8 mL, 0.21 mol) and 1,4,7,10,13,16-hexaoxacyclooctadecane (2.4 g, 8.90 mmol) were added to the reaction system, and the reaction continued to be stirred at 60 °C overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the resulting crude product was dissolved in a solvent mixture of methanol (225 mL) and water (50 mL), cooled to 0 °C and potassium carbonate (45 g) was added in batches. The mixture was stirred at 0 °C for 10 min, then brought to room temperature and continued stirring for 3 h. The mixture was then cooled to room temperature and stirred for 3 h. The reaction solution was then mixed with potassium carbonate. Water was added to the reaction solution and stirred at room temperature for 1 h. The precipitate was collected and washed with cold water and hexane. The resulting solid was dried in a vacuum oven at 50 °C overnight to afford the target product 5-chloro-1H-pyrazolo[3,4-b]pyridine (13.6 g, 97% yield) as a white solid.LRMS (m/z): 154,156 ([M+H]+, [M+3]+).1H-NMR (300 MHz, CDCl3)δ: 7.35 (d, 1H), 7.84 (dd, 1H), 8.26 (d, 1H), 10.39 (s, 1H).

References

[1] Patent: WO2017/220431, 2017, A1. Location in patent: Page/Page column 35
[2] Patent: CN108003161, 2018, A. Location in patent: Paragraph 0745; 0747-0749

5-Chloro-1H-pyrazolo[4,3-b]pyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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5-Chloro-1H-pyrazolo[4,3-b]pyridine Suppliers

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View Lastest Price from 5-Chloro-1H-pyrazolo[4,3-b]pyridine manufacturers

Career Henan Chemical Co
Product
5-Chloro-1H-pyrazolo[4,3-b]pyridine 94220-45-8
Price
US $1.00/g
Min. Order
1g
Purity
99.0%
Supply Ability
100kg
Release date
2020-01-07