tert-butyl 6-fluoro-2-(4-methoxybenzyl)-2H-pyrazolo[3,4-b]pyridine-3-carboxylate

Base Information

• Chemical Name: tert-butyl 6-fluoro-2-(4-methoxybenzyl)-2H-pyrazolo[3,4-b]pyridine-3-carboxylate
• CAS No.: 1345337-09-8
• Molecular Formula: C₁₉H₂₀FN₃O₃
• Molecular Weight: 357.385

Synonyms:tert-butyl 6-fluoro-2-(4-methoxybenzyl)-2H-pyrazolo[3,4-b]pyridine-3-carboxylate

Chemical Property of tert-butyl 6-fluoro-2-(4-methoxybenzyl)-2H-pyrazolo[3,4-b]pyridine-3-carboxylate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of tert-butyl 6-fluoro-2-(4-methoxybenzyl)-2H-pyrazolo[3,4-b]pyridine-3-carboxylate

There total 1 articles about tert-butyl 6-fluoro-2-(4-methoxybenzyl)-2H-pyrazolo[3,4-b]pyridine-3-carboxylate 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: 68.2%

p-Methoxybenzyl bromide (2746-25-0) + tert-butyl 6-fluoro-1H-pyrazolo[3,4-b]pyridine-3-carboxylate (155601-71-1) → tert-butyl 6-fluoro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylate (1034474-26-4) + tert-butyl 6-fluoro-2-(4-methoxybenzyl)-2H-pyrazolo[3,4-b]pyridine-3-carboxylate (1345337-09-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 5 - 25 ℃; Inert atmosphere;

DOI:10.1021/jm2010173

Reference yield:

tert-butyl 6-fluoro-2-(4-methoxybenzyl)-2H-pyrazolo[3,4-b]pyridine-3-carboxylate (1345337-09-8) → 3-(chloromethyl)-N,2-bis(4-methoxybenzyl)-2H-pyrazolo[3,4-b]pyridin-6-amine (1345337-21-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-methyl-pyrrolidin-2-one / Inert atmosphere; Heating

2: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Inert atmosphere; Cooling with ice

3: thionyl chloride / chloroform / 20 °C / Cooling with ice; Inert atmosphere

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

DOI:10.1021/jm2010173

Reference yield:

tert-butyl 6-fluoro-2-(4-methoxybenzyl)-2H-pyrazolo[3,4-b]pyridine-3-carboxylate (1345337-09-8) → C23H24N4O3

Guidance literature:

Multi-step reaction with 2 steps

1: 1-methyl-pyrrolidin-2-one / Inert atmosphere; Heating

2: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Inert atmosphere; Cooling with ice

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

DOI:10.1021/jm2010173

upstream raw materials:

p-Methoxybenzyl bromide

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

Downstream raw materials:

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

3-(chloromethyl)-N,2-bis(4-methoxybenzyl)-2H-pyrazolo[3,4-b]pyridin-6-amine

3-{[5-chloro-4-(3-chloro-5-cyanophenoxy)-1H-1,2,3-benzotriazol-1-yl]methyl}-1H-pyrazolo[3,4-b]pyridin-6-aminium chloride

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

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