3-{4-amino-2-chloro-5-[(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)amino]phenoxy}-5-chlorobenzonitrile

Base Information

Chemical Name:3-{4-amino-2-chloro-5-[(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)amino]phenoxy}-5-chlorobenzonitrile
CAS No.:1345336-45-9
Molecular Formula:C₂₀H₁₄Cl₂N₆O
Molecular Weight:425.277
Hs Code.:

Synonyms:3-{4-amino-2-chloro-5-[(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)amino]phenoxy}-5-chlorobenzonitrile

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Chemical Property of 3-{4-amino-2-chloro-5-[(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)amino]phenoxy}-5-chlorobenzonitrile

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Technology Process of 3-{4-amino-2-chloro-5-[(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)amino]phenoxy}-5-chlorobenzonitrile

There total 9 articles about 3-{4-amino-2-chloro-5-[(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)amino]phenoxy}-5-chlorobenzonitrile 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: 40.0%

: 1345337-31-6
3-chloro-5-{2-chloro-4-nitro-5-[(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)amino]phenoxy}benzonitrile

: 1345336-45-9
3-{4-amino-2-chloro-5-[(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)amino]phenoxy}-5-chlorobenzonitrile

Guidance literature:: With tin(ll) chloride; In water; for 1h; Reflux; Inert atmosphere;
DOI:10.1021/jm2010173

Reference yield:

: C₂₄H₂₀BrCl₂N₅O₅

: 1345336-45-9
3-{4-amino-2-chloro-5-[(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)amino]phenoxy}-5-chlorobenzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: trifluoroacetic acid / 0.5 h / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 3 h / 95 °C / Inert atmosphere

3: tin(ll) chloride / water / 1 h / Reflux; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifluoroacetic acid; tin(ll) chloride; In water; N,N-dimethyl-formamide;
DOI:10.1021/jm2010173

Reference yield:

: 1345336-85-7
5-(3-bromo-5-chlorophenoxy)-4-chloro-N-(4-methoxybenzyl)-2-nitroaniline

: 1345336-45-9
3-{4-amino-2-chloro-5-[(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)amino]phenoxy}-5-chlorobenzonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: trifluoroacetic acid / 1 h / 75 °C / Inert atmosphere

2: caesium carbonate / N,N-dimethyl-formamide / 96 h / 20 °C / Inert atmosphere

3: trifluoroacetic acid / 0.5 h / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 3 h / 95 °C / Inert atmosphere

5: tin(ll) chloride / water / 1 h / Reflux; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; trifluoroacetic acid; tin(ll) chloride; In water; N,N-dimethyl-formamide;
DOI:10.1021/jm2010173