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

Base Information

• Chemical Name: 3-chloro-5-{[5-chloro-1-(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)-1H-1,2,3-benzotriazol-4-yl]oxy}benzonitrile
• CAS No.: 1034474-21-9
• Molecular Formula: C₂₀H₁₁Cl₂N₇O
• Molecular Weight: 436.26
• Mol file: 1034474-21-9.mol

Synonyms:3-chloro-5-{[5-chloro-1-(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)-1H-1,2,3-benzotriazol-4-yl]oxy}benzonitrile

Chemical Property of 3-chloro-5-{[5-chloro-1-(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)-1H-1,2,3-benzotriazol-4-yl]oxy}benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-chloro-5-{[5-chloro-1-(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)-1H-1,2,3-benzotriazol-4-yl]oxy}benzonitrile

There total 16 articles about 3-chloro-5-{[5-chloro-1-(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)-1H-1,2,3-benzotriazol-4-yl]oxy}benzonitrile 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: 84.0%

tert-butyl 3-{[5-chloro-4-(3-chloro-5-cyanophenoxy)-1H-1,2,3-benzotriazol-1-yl]methyl}-1H-pyrazolo[3,4-b]pyridine-1-carboxylate (1034474-40-2) → 3-chloro-5-{[5-chloro-1-(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)-1H-1,2,3-benzotriazol-4-yl]oxy}benzonitrile (1034474-21-9)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/jm2010173

Reference yield:

2-(3-bromo-5-chlorophenoxy)-1-chloro-3-nitrobenzene (1034474-41-3) → 3-chloro-5-{[5-chloro-1-(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)-1H-1,2,3-benzotriazol-4-yl]oxy}benzonitrile (1034474-21-9)

Guidance literature:

Multi-step reaction with 6 steps

1: N,N,N-trimethylhydrazinium iodide; potassium carbonate; copper(l) chloride / N,N-dimethyl-formamide / Inert atmosphere; Cooling

2: tin(II) chloride dihdyrate / 11 h / 75 °C / Inert atmosphere

3: acetic acid; sodium nitrite / 15 - 20 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 2.5 h / 90 °C / Inert atmosphere

5: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

6: trifluoroacetic acid / 0.08 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tin(II) chloride dihdyrate; N,N,N-trimethylhydrazinium iodide; potassium carbonate; caesium carbonate; acetic acid; trifluoroacetic acid; copper(l) chloride; sodium nitrite; In N,N-dimethyl-formamide;

DOI:10.1021/jm2010173

Reference yield:

4-(3-bromo-5-chlorophenoxy)-5-chloro-1H-benzotriazole (1034474-44-6) → 3-chloro-5-{[5-chloro-1-(1H-pyrazolo[3,4-b]pyridin-3-ylmethyl)-1H-1,2,3-benzotriazol-4-yl]oxy}benzonitrile (1034474-21-9)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 2.5 h / 90 °C / Inert atmosphere

2: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

3: trifluoroacetic acid / 0.08 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/jm2010173

upstream raw materials:

tert-butyl 3-{[5-chloro-4-(3-chloro-5-cyanophenoxy)-1H-1,2,3-benzotriazol-1-yl]methyl}-1H-pyrazolo[3,4-b]pyridine-1-carboxylate

2-(3-bromo-5-chlorophenoxy)-1-chloro-3-nitrobenzene

3-(3-bromo-5-chlorophenoxy)-4-chloro-2-nitroaniline

3-(3-bromo-5-chlorophenoxy)-4-chlorobenzene-1,2-diamine

Downstream raw materials:

tert-butyl {2-[[(3-{[5-chloro-4-(3-chloro-5-cyanophenoxy)-1H-1,2,3-benzotriazol-1-yl]methyl}-1H-pyrazolo[3,4-b]pyridin-1-yl)carbonyl](methyl)amino]ethyl}carbamate

tert-butyl {2-[[(3-{[5-chloro-4-(3-chloro-5-cyanophenoxy)-1H-1,2,3-benzotriazol-1-yl]methyl}-1H-pyrazolo[3,4-b]pyridin-1-yl)carbonyl](methyl)amino]ethyl}methylcarbamate

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

2-[[(3-{[5-chloro-4-(3-chloro-5-cyanophenoxy)-1H-1,2,3-benzotriazol-1-yl]methyl}-1H-pyrazolo[3,4-b]pyridin-1-yl)carbonyl](methyl)amino]-N-methylethanaminium chloride