(R)-5-chloro-7-(1-(3,4-difluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7H-pyrazolo[3,4-b]pyridine

Base Information

• Chemical Name: (R)-5-chloro-7-(1-(3,4-difluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7H-pyrazolo[3,4-b]pyridine
• CAS No.: 1160358-84-8
• Molecular Formula: C₂₅H₂₀ClF₂N₅O
• Molecular Weight: 479.917
• Mol file: 1160358-84-8.mol

Synonyms:

Chemical Property of (R)-5-chloro-7-(1-(3,4-difluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7H-pyrazolo[3,4-b]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-5-chloro-7-(1-(3,4-difluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7H-pyrazolo[3,4-b]pyridine

There total 8 articles about (R)-5-chloro-7-(1-(3,4-difluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7H-pyrazolo[3,4-b]pyridine 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:

3-bromo-5-chloro-1H-2-pyridone (137628-16-1) → (R)-5-chloro-7-(1-(3,4-difluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7H-pyrazolo[3,4-b]pyridine (1160358-84-8) + (S)-5-chloro-7-(1-(3,4-difluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7H-pyrazolo[3,4-b]pyridine (1160358-85-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / Inert atmosphere

2.1: TurboGrignard / tetrahydrofuran / 0.5 h / Inert atmosphere

2.2: 16 h / 20 °C / Inert atmosphere

3.1: Dess-Martin periodane / dichloromethane / 16 h / 20 °C / Inert atmosphere

4.1: pyridine; hydrazine / 60 °C / Inert atmosphere

5.1: trichlorophosphate / Inert atmosphere

With pyridine; TurboGrignard; sodium hydride; Dess-Martin periodane; hydrazine; trichlorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 3.1: Dess-Martin oxidation;

DOI:10.1021/ml2000438

Reference yield:

C13H9BrClF2NO → (R)-5-chloro-7-(1-(3,4-difluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7H-pyrazolo[3,4-b]pyridine (1160358-84-8) + (S)-5-chloro-7-(1-(3,4-difluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7H-pyrazolo[3,4-b]pyridine (1160358-85-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: TurboGrignard / tetrahydrofuran / 0.5 h / Inert atmosphere

1.2: 16 h / 20 °C / Inert atmosphere

2.1: Dess-Martin periodane / dichloromethane / 16 h / 20 °C / Inert atmosphere

3.1: pyridine; hydrazine / 60 °C / Inert atmosphere

4.1: trichlorophosphate / Inert atmosphere

With pyridine; TurboGrignard; Dess-Martin periodane; hydrazine; trichlorophosphate; In tetrahydrofuran; dichloromethane; 2.1: Dess-Martin oxidation;

DOI:10.1021/ml2000438

Reference yield:

C25H22ClF2N3O3 → (R)-5-chloro-7-(1-(3,4-difluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7H-pyrazolo[3,4-b]pyridine (1160358-84-8) + (S)-5-chloro-7-(1-(3,4-difluorophenyl)ethyl)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-7H-pyrazolo[3,4-b]pyridine (1160358-85-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Dess-Martin periodane / dichloromethane / 16 h / 20 °C / Inert atmosphere

2: pyridine; hydrazine / 60 °C / Inert atmosphere

3: trichlorophosphate / Inert atmosphere

With pyridine; Dess-Martin periodane; hydrazine; trichlorophosphate; In dichloromethane; 1: Dess-Martin oxidation;

DOI:10.1021/ml2000438

upstream raw materials:

3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

3-bromo-5-chloro-1H-2-pyridone

4-(1-bromoethyl)-1,2-difluorobenzene