3-fluoro-4-((3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)oxy)aniline

Base Information

• Chemical Name: 3-fluoro-4-((3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)oxy)aniline
• CAS No.: 949556-71-2
• Molecular Formula: C₂₀H₁₆FIN₄O₂
• Molecular Weight: 490.276
• Mol file: 949556-71-2.mol

Synonyms:3-fluoro-4-((3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)oxy)aniline

Chemical Property of 3-fluoro-4-((3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)oxy)aniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-fluoro-4-((3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)oxy)aniline

There total 5 articles about 3-fluoro-4-((3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)oxy)aniline 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: 90.0%

4-(2-fluoro-4-nitrophenoxy)-3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine (949556-70-1) → 3-fluoro-4-((3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)oxy)aniline (949556-71-2)

Guidance literature:

With tin(II) chloride dihdyrate; In ethanol; at 65 ℃; for 1h; Inert atmosphere;

Reference yield:

3,4-difluoronitrobenzene (369-34-6) → 3-fluoro-4-((3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)oxy)aniline (949556-71-2)

Guidance literature:

Multi-step reaction with 5 steps

1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 100 °C

2: trifluoroacetic acid / 18 h / 60 °C / Inert atmosphere

3: potassium hydroxide; iodine / N,N-dimethyl-formamide / 1 h / 60 °C / Inert atmosphere

4: potassium carbonate / N,N-dimethyl-formamide / 18 h

5: tin(II) chloride dihdyrate / ethanol / 1 h / 65 °C / Inert atmosphere

With tin(II) chloride dihdyrate; iodine; potassium carbonate; caesium carbonate; trifluoroacetic acid; potassium hydroxide; In ethanol; N,N-dimethyl-formamide;

Reference yield:

4-(2-fluoro-4-nitrophenoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine (949556-47-2) → 3-fluoro-4-((3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)oxy)aniline (949556-71-2)

Guidance literature:

Multi-step reaction with 4 steps

1: trifluoroacetic acid / 18 h / 60 °C / Inert atmosphere

2: potassium hydroxide; iodine / N,N-dimethyl-formamide / 1 h / 60 °C / Inert atmosphere

3: potassium carbonate / N,N-dimethyl-formamide / 18 h

4: tin(II) chloride dihdyrate / ethanol / 1 h / 65 °C / Inert atmosphere

With tin(II) chloride dihdyrate; iodine; potassium carbonate; trifluoroacetic acid; potassium hydroxide; In ethanol; N,N-dimethyl-formamide;

upstream raw materials:

4-(2-fluoro-4-nitrophenoxy)-3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine

4-(2-fluoro-4-nitrophenoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine

1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-ol

3,4-difluoronitrobenzene

Downstream raw materials:

4-(1-(4-methoxybenzyl)-3-vinyl-1H-pyrazolo[3,4-b]pyridin-4-yloxy)-3-fluorobenzenamine

N-(3-fluoro-4-((3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)oxy)phenyl)-2-(4-fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxamide

N-(3-fluoro-4-(3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yloxy)phenyl)-1-methyl-2-oxopyrrolidine-3-carboxamide

tert-butyl 4-(4-(4-amino-2-fluorophenoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-5,6-dihydropyridine-1(2H)-carboxylate