{1-(4-methoxybenzyl)-6-[(4-methoxybenzyl)amino]-1H-pyrazolo[3,4-b]pyridin-3-yl}methanol

Base Information

• Chemical Name: {1-(4-methoxybenzyl)-6-[(4-methoxybenzyl)amino]-1H-pyrazolo[3,4-b]pyridin-3-yl}methanol
• CAS No.: 1034474-28-6
• Molecular Formula: C₂₃H₂₄N₄O₃
• Molecular Weight: 404.469
• Mol file: 1034474-28-6.mol

Synonyms:{1-(4-methoxybenzyl)-6-[(4-methoxybenzyl)amino]-1H-pyrazolo[3,4-b]pyridin-3-yl}methanol

Chemical Property of {1-(4-methoxybenzyl)-6-[(4-methoxybenzyl)amino]-1H-pyrazolo[3,4-b]pyridin-3-yl}methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {1-(4-methoxybenzyl)-6-[(4-methoxybenzyl)amino]-1H-pyrazolo[3,4-b]pyridin-3-yl}methanol

There total 4 articles about {1-(4-methoxybenzyl)-6-[(4-methoxybenzyl)amino]-1H-pyrazolo[3,4-b]pyridin-3-yl}methanol 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:

tert-butyl 1-(4-methoxybenzyl)-6-[(4-methoxybenzyl)amino]-1H-pyrazolo[3,4-b]pyridine-3-carboxylate (1034474-27-5) → {1-(4-methoxybenzyl)-6-[(4-methoxybenzyl)amino]-1H-pyrazolo[3,4-b]pyridin-3-yl}methanol (1034474-28-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 25 ℃; Inert atmosphere;

DOI:10.1021/jm2010173

Reference yield:

tert-butyl 6-fluoro-1H-pyrazolo[3,4-b]pyridine-3-carboxylate (155601-71-1) → {1-(4-methoxybenzyl)-6-[(4-methoxybenzyl)amino]-1H-pyrazolo[3,4-b]pyridin-3-yl}methanol (1034474-28-6)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium tert-butylate / tetrahydrofuran / 5 - 25 °C / Inert atmosphere

2: 1-methyl-pyrrolidin-2-one / 2 h / 80 °C / Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 25 °C / Inert atmosphere

With lithium aluminium tetrahydride; potassium tert-butylate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one;

DOI:10.1021/jm2010173

Reference yield:

tert-butyl 6-fluoro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylate (1034474-26-4) → {1-(4-methoxybenzyl)-6-[(4-methoxybenzyl)amino]-1H-pyrazolo[3,4-b]pyridin-3-yl}methanol (1034474-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-methyl-pyrrolidin-2-one / 2 h / 80 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 25 °C / Inert atmosphere

With lithium aluminium tetrahydride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one;

DOI:10.1021/jm2010173

upstream raw materials:

tert-butyl 1-(4-methoxybenzyl)-6-[(4-methoxybenzyl)amino]-1H-pyrazolo[3,4-b]pyridine-3-carboxylate

tert-butyl 6-fluoro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylate

p-Methoxybenzyl bromide

tert-butyl 6-fluoro-1H-pyrazolo[3,4-b]pyridine-3-carboxylate

Downstream raw materials:

3-(chloromethyl)-N,1-bis(methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-6-amine

3-chloro-5-{[5-chloro-1-({1-(4-methoxybenzyl)-6-[(4-methoxybenzyl)amino]-1H-pyrazolo[3,4-b]pyridin-3-yl}methyl)-1H-indazol-4-yl]oxy}benzonitrile

3-chloro-5-{[5-chloro-2-({1-(4-methoxybenzyl)-6-[(4-methoxybenzyl)amino]-1H-pyrazolo[3,4-b]pyridin-3-yl}methyl)-2H-indazol-4-yl]oxy}benzonitrile

3-{[5-chloro-4-(3-chloro-5-cyanophenoxy)-1H-indazol-1-yl]methyl}-1H-pyrazolo[3,4-b]pyridin-6-aminium chloride