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

Base Information

• Chemical Name: 3-Bromo-5-chloro-1H-pyrazolo[3,4-b]pyridine
• CAS No.: 1245649-96-0
• Molecular Formula: C₆H₃BrClN₃
• Molecular Weight: 232.467
• Hs Code.: 2933998090
• Mol file: 1245649-96-0.mol

Synonyms:QC-3828;

Chemical Property of 3-Bromo-5-chloro-1H-pyrazolo[3,4-b]pyridine

Chemical Property:

• PSA: 41.57000
• LogP: 2.37380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Bromo-5-chloro-1H-pyrazolo[3,4-b]pyridine

There total 4 articles about 3-Bromo-5-chloro-1H-pyrazolo[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: 49.0%

5-chloro-1H-pyrazolo[3,4-b]pyridin-3-amine (1245643-75-7) → 3-bromo-5-chloro-1H-pyrazolo[3,4-b]pyridine (1245649-96-0)

Guidance literature:

With tert.-butylnitrite; In Bromoform; at 61 - 90 ℃; for 2h;

Reference yield:

2,5-dichloronicotinic acid (59782-85-3) → 3-bromo-5-chloro-1H-pyrazolo[3,4-b]pyridine (1245649-96-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 2 h / 20 °C / Inert atmosphere

1.2: 2 h / 0 - 30 °C

2.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 1.5 h / 20 °C

3.1: hydrazine hydrate / butan-1-ol / 7 h / 120 °C

4.1: tert.-butylnitrite / Bromoform / 2 h / 61 - 90 °C

With tert.-butylnitrite; oxalyl dichloride; hydrazine hydrate; triethylamine; trifluoroacetic anhydride; In dichloromethane; Bromoform; N,N-dimethyl-formamide; butan-1-ol;

Reference yield:

2,5-dichloropyridine-3-carboxamide (75291-86-0) → 3-bromo-5-chloro-1H-pyrazolo[3,4-b]pyridine (1245649-96-0)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine; trifluoroacetic anhydride / dichloromethane / 1.5 h / 20 °C

2: hydrazine hydrate / butan-1-ol / 7 h / 120 °C

3: tert.-butylnitrite / Bromoform / 2 h / 61 - 90 °C

With tert.-butylnitrite; hydrazine hydrate; triethylamine; trifluoroacetic anhydride; In dichloromethane; Bromoform; butan-1-ol;

upstream raw materials:

2,5-dichloronicotinic acid

2,5-dichloropyridine-3-carboxamide

3-cyano-2,5-dichloropyridine

5-chloro-1H-pyrazolo[3,4-b]pyridin-3-amine

Refernces

• 1、 -. "INHIBITORS OF INFLUENZA VIRUS REPLICATION AND USES THEREOF". . . Retrieved 2018/07/31.