2-(2,6-difluorophenyl)-N-(4-(1-piperazinyl)-3-pyridinyl)imidazo[1,5-b]pyridazin-7-amine

Base Information

• Chemical Name: 2-(2,6-difluorophenyl)-N-(4-(1-piperazinyl)-3-pyridinyl)imidazo[1,5-b]pyridazin-7-amine
• CAS No.: 1405126-16-0
• Molecular Formula: C₂₁H₁₉F₂N₇
• Molecular Weight: 407.426
• Mol file: 1405126-16-0.mol

Synonyms:2-(2,6-difluorophenyl)-N-(4-(1-piperazinyl)-3-pyridinyl)imidazo[1,5-b]pyridazin-7-amine

Chemical Property of 2-(2,6-difluorophenyl)-N-(4-(1-piperazinyl)-3-pyridinyl)imidazo[1,5-b]pyridazin-7-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2,6-difluorophenyl)-N-(4-(1-piperazinyl)-3-pyridinyl)imidazo[1,5-b]pyridazin-7-amine

There total 9 articles about 2-(2,6-difluorophenyl)-N-(4-(1-piperazinyl)-3-pyridinyl)imidazo[1,5-b]pyridazin-7-amine 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: 94.0%

tert-butyl 4-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)-4-pyridinyl)-1-piperazinecarboxylate (1405128-82-6) → 2-(2,6-difluorophenyl)-N-(4-(1-piperazinyl)-3-pyridinyl)imidazo[1,5-b]pyridazin-7-amine (1405126-16-0)

Guidance literature:

tert-butyl 4-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)-4-pyridinyl)-1-piperazinecarboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

With sodium hydrogencarbonate; In water;

Reference yield:

4-chloro-3-nitropyridine (13091-23-1) → 2-(2,6-difluorophenyl)-N-(4-(1-piperazinyl)-3-pyridinyl)imidazo[1,5-b]pyridazin-7-amine (1405126-16-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 2 h / 60 °C

2.1: hydrogen / palladium 10% on activated carbon / ethanol; water / 3 h / 20 °C / Inert atmosphere

3.1: triethylamine / tetrahydrofuran / 1.5 h / 20 °C

4.1: trimethylphosphane / tetrahydrofuran / 0.25 h / 20 °C / Inert atmosphere

4.2: 0.25 h / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

With hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trimethylphosphane; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; water; isopropyl alcohol;

Reference yield:

tert-butyl 4-(3-nitropyridin-4-yl)piperazine-1-carboxylate (608142-93-4) → 2-(2,6-difluorophenyl)-N-(4-(1-piperazinyl)-3-pyridinyl)imidazo[1,5-b]pyridazin-7-amine (1405126-16-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogen / palladium 10% on activated carbon / ethanol; water / 3 h / 20 °C / Inert atmosphere

2.1: triethylamine / tetrahydrofuran / 1.5 h / 20 °C

3.1: trimethylphosphane / tetrahydrofuran / 0.25 h / 20 °C / Inert atmosphere

3.2: 0.25 h / 20 °C

4.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

With hydrogen; triethylamine; trifluoroacetic acid; trimethylphosphane; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; water;

upstream raw materials:

4-chloro-3-nitropyridine

3-iodo-6-methylpyridazine

tert-butyl 4-(3-nitropyridin-4-yl)piperazine-1-carboxylate

4-(3-amino-pyridin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester