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

Base Information

• Chemical Name: 6-Bromo-1H-pyrazolo[4,3-b]pyridine
• CAS No.: 1150617-54-1
• Molecular Formula: C6H4BrN3
• Molecular Weight: 198.022
• Hs Code.: 2933990090
• Mol file: 1150617-54-1.mol

Synonyms:1H-Pyrazolo[4,3-b]pyridine, 6-bromo-;

Chemical Property of 6-Bromo-1H-pyrazolo[4,3-b]pyridine

Chemical Property:

• Boiling Point: 328.998 °C at 760 mmHg
• PKA: 9.72±0.40(Predicted)
• Flash Point: 152.773 °C
• PSA: 41.57000
• Density: 1.895 g/cm³
• LogP: 1.72040
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Bromo-1H-pyrazolo[4,3-b]pyridine

There total 1 articles about 6-Bromo-1H-pyrazolo[4,3-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:

5-bromo-2-chloro-3-nitropyridine (67443-38-3) → 6-bromo-1H-pyrazolo[4,3-b]pyridine (1150617-54-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

1.2: 2 h / 100 °C

2.1: hydrogenchloride; water / 18 h / Reflux

2.2: 0 °C

3.1: hydrogenchloride; iron / ethanol; water / 40 °C / Reflux

4.1: triethylamine / dichloromethane / 0 - 20 °C

5.1: acetic anhydride; potassium acetate; acetic acid / chloroform / 0.25 h / 20 °C

5.2: 40 - 60 °C

5.3: 0 - 20 °C

With hydrogenchloride; water; potassium acetate; acetic anhydride; iron; sodium hydride; acetic acid; triethylamine; In ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;

Reference yield: 87.0%

6-bromo-1H-pyrazolo[4,3-b]pyridine (1150617-54-1) + trityl chloride (76-83-5) → 6-bromo-1-trityl-1H-pyrazolo[4,3-b]pyridine

Guidance literature:

6-bromo-1H-pyrazolo[4,3-b]pyridine; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 0.5h;

trityl chloride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 16h;

Reference yield: 76.0%

2-[3-(difluoromethyl)-4-fluoro-phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (445303-65-1) + 6-bromo-1H-pyrazolo[4,3-b]pyridine (1150617-54-1) → 6-(3-(difluoromethyl)-4-fluorophenyl)-1H-pyrazolo[4,3-b]pyridine

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In water; acetonitrile; at 120 ℃; for 4h; Inert atmosphere; Microwave irradiation;

upstream raw materials:

5-bromo-2-chloro-3-nitropyridine

Downstream raw materials:

1H-pyrazolo[4,3-b] pyridine-6-carboxylic acid

ethyl 1H-pyrazolo[4,3-b]pyridine-6-carboxylate

C₁₅H₁₂FN₃O₂

C₁₅H₁₆FN₃O₂

Refernces

• 1、 -. "PYRAZOLOPIPERIDINE COMPOUNDS AS CCR1 RECEPTOR ANTAGONISTS". . . Retrieved 2012/07/13.
• 2、 -. "N1-PYRAZOLOSPIROKETONE ACETYL-COA CARBOXYLASE INHIBITORS". . . Retrieved 2011/05/16.