5-BROMO-1H-PYRAZO[3,4-B]PYRIDINE

Base Information

• Chemical Name: 5-BROMO-1H-PYRAZO[3,4-B]PYRIDINE
• CAS No.: 875781-17-2
• Molecular Formula: C6H4BrN3
• Molecular Weight: 198.022
• Hs Code.: 29333990
• Mol file: 875781-17-2.mol

Synonyms:5-Bromo-1-hydropyrazolo[3,4-b]pyridine;

Chemical Property of 5-BROMO-1H-PYRAZO[3,4-B]PYRIDINE

Chemical Property:

• Vapor Pressure: 0.00148mmHg at 25°C
• Melting Point: 198.0 to 202.0 °C
• Refractive Index: 1.68
• Boiling Point: 329 °C at 760 mmHg
• PKA: 8.66±0.40(Predicted)
• Flash Point: 152.8 °C
• PSA: 41.57000
• Density: 1.895 g/cm³
• LogP: 1.72040
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-1H-pyrazolo[3,4-b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Bromo-1H-pyrazolo[3,4-b]pyridine is a pyridine (P998910) derivative and useful building block, seen in its use in the synthetic preparation of 7-?azaindazole chalcone derivatives as analgesics and anti-?inflammatories.

Technology Process of 5-BROMO-1H-PYRAZO[3,4-B]PYRIDINE

There total 9 articles about 5-BROMO-1H-PYRAZO[3,4-B]PYRIDINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

5-bromo-2-fluoro-3-pyridinecarboxaldehyde (875781-15-0) → 5-bromo-7-azaindazole (875781-17-2,916257-29-9)

Guidance literature:

With hydrazine hydrate; In water; at 65 ℃; for 15h; Inert atmosphere;

DOI:10.1021/acs.joc.7b01101

Reference yield: 50.0%

C12H18BrN3O2*ClH → 5-bromo-7-azaindazole (875781-17-2,916257-29-9)

Guidance literature:

C₁₂H₁₈BrN₃O₂*ClH; With hydrogenchloride; In ethanol; water; at 20 - 65 ℃; for 16h;

With sodium carbonate; In ethanol; water;

Reference yield: 25.0%

2-Bromo-malonaldehyde (2065-75-0) + 3(5)-aminopyrazole (1225387-53-0) → 5-bromo-7-azaindazole (875781-17-2,916257-29-9)

Guidance literature:

In acetic acid; for 6h; Heating; Reflux; Inert atmosphere of N₂;

upstream raw materials:

3-aminopyrazole

2-Bromo-malonaldehyde

3⁽⁵⁾-aminopyrazole

C₈H₁₀BrN₃O₂*ClH

Downstream raw materials:

morpholin-4-yl-[3-(1H-pyrazolo[3,4-b]pyridin-5-yl)-phenyl]-methanone

Triphenylphosphine oxide

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

5-bromo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine

Refernces

• 1、 Ayothiraman, Rajaram,Rangaswamy, Sundaramurthy,Maity, Prantik,Simmons, Eric M.,Beutner, Gregory L.,Janey, Jacob,Treitler, Daniel S.,Eastgate, Martin D.,Vaidyanathan, Rajappa. "Zinc Acetate-Promoted Buchwald-Hartwig Couplings of Heteroaromatic Amines". . p. 7420 - 7427. Retrieved 2017/07/26.
• 2、 -. "3-(1H-PYRROLO[2,3-C]PYRIDIN-2-YL)-1H-PYRAZOLO[3,4-B]PYRIDINES AND THERAPEUTIC USES THEREOF". Paragraph 0610; 0612. . Retrieved 2017/02/28.