5-bromo-1-(2,6-difluorophenyl)-1H-pyrazolo[3,4-b]pyridin-6(7H)-one

Base Information

• Chemical Name: 5-bromo-1-(2,6-difluorophenyl)-1H-pyrazolo[3,4-b]pyridin-6(7H)-one
• CAS No.: 1080562-55-5
• Molecular Formula: C₁₂H₆BrF₂N₃O
• Molecular Weight: 326.1
• Mol file: 1080562-55-5.mol

Synonyms:5-bromo-1-(2,6-difluorophenyl)-1H-pyrazolo[3,4-b]pyridin-6(7H)-one

Chemical Property of 5-bromo-1-(2,6-difluorophenyl)-1H-pyrazolo[3,4-b]pyridin-6(7H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-bromo-1-(2,6-difluorophenyl)-1H-pyrazolo[3,4-b]pyridin-6(7H)-one

There total 7 articles about 5-bromo-1-(2,6-difluorophenyl)-1H-pyrazolo[3,4-b]pyridin-6(7H)-one 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: 91.0%

1-(2,6-difluorophenyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid (1256346-80-1) → 5-bromo-1-(2,6-difluorophenyl)-1H-pyrazolo[3,4-b]pyridin-6(7H)-one (1080562-55-5)

Guidance literature:

With N-Bromosuccinimide; lithium acetate; In tetrahydrofuran; water; at 20 - 50 ℃; for 6h; Large scale reaction;

DOI:10.1021/op100205s

Reference yield:

ethyl 1-(2,6-difluorophenyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate (1080562-53-3) → 5-bromo-1-(2,6-difluorophenyl)-1H-pyrazolo[3,4-b]pyridin-6(7H)-one (1080562-55-5)

Guidance literature:

ethyl 1-(2,6-difluorophenyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate; With lithium hydroxide; water; In acetonitrile; at 90 ℃; for 1h;

With N-Bromosuccinimide; In acetonitrile; at 20 - 35 ℃; for 2h;

With sodium hydrogencarbonate; In water; acetonitrile;

Reference yield:

5-amino-1-(2,6-difluorophenyl)-1H-pyrazole-4-carbaldehyde (1080562-66-8) → 5-bromo-1-(2,6-difluorophenyl)-1H-pyrazolo[3,4-b]pyridin-6(7H)-one (1080562-55-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: piperidine / ethanol / 7 h / Reflux; Large scale reaction

1.2: Reflux

2.1: N-Bromosuccinimide; lithium acetate / tetrahydrofuran; water / 6 h / 20 - 50 °C / Large scale reaction

With piperidine; N-Bromosuccinimide; lithium acetate; In tetrahydrofuran; ethanol; water; 1.1: Knoevenagel condensation / 2.1: Hunsdiecker reaction;

DOI:10.1021/op100205s

upstream raw materials:

ethyl 1-(2,6-difluorophenyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

1-(2,6-difluorophenyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid

5-amino-1-(2,6-difluorophenyl)-1H-pyrazole-4-carbonitrile

5-amino-1-(2,6-difluorophenyl)-1H-pyrazole-4-carbaldehyde

Downstream raw materials:

5-bromo-1-(2,6-difluorophenyl)-7-methyl-1H-pyrazolo[3,4-b]pyridin-6(7H)-one

3-(1-(2,6-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl)-4-methylbenzoic acid

N-cyclopropyl-3-[1-(2,6-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl]-4-methylbenzamide

C₁₃H₈BrF₂N₃O