N-(4-((2R,3S)-3-amino-2-methyl-1-piperidinyl)-3-pyridinyl)-2-(3-fluoro-2-pyridinyl)imidazo[,5-b]pyridazin-7-amine

Base Information

• Chemical Name: N-(4-((2R,3S)-3-amino-2-methyl-1-piperidinyl)-3-pyridinyl)-2-(3-fluoro-2-pyridinyl)imidazo[,5-b]pyridazin-7-amine
• CAS No.: 1405126-78-4
• Molecular Formula: C₂₃H₂₃F₂N₇
• Molecular Weight: 435.479
• Mol file: 1405126-78-4.mol

Synonyms:N-(4-((2R,3S)-3-amino-2-methyl-1-piperidinyl)-3-pyridinyl)-2-(3-fluoro-2-pyridinyl)imidazo[,5-b]pyridazin-7-amine

Chemical Property of N-(4-((2R,3S)-3-amino-2-methyl-1-piperidinyl)-3-pyridinyl)-2-(3-fluoro-2-pyridinyl)imidazo[,5-b]pyridazin-7-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-((2R,3S)-3-amino-2-methyl-1-piperidinyl)-3-pyridinyl)-2-(3-fluoro-2-pyridinyl)imidazo[,5-b]pyridazin-7-amine

There total 13 articles about N-(4-((2R,3S)-3-amino-2-methyl-1-piperidinyl)-3-pyridinyl)-2-(3-fluoro-2-pyridinyl)imidazo[,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:

tert-butyl ((2R,3S)-1-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-2-methylpiperidin-3-yl)carbamate (1405128-96-2) → N-(4-((2R,3S)-3-amino-2-methyl-1-piperidinyl)-3-pyridinyl)-2-(3-fluoro-2-pyridinyl)imidazo[,5-b]pyridazin-7-amine (1405126-78-4)

Guidance literature:

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

With sodium hydroxide;

Reference yield:

3-iodo-6-methylpyridazine (1618-47-9) → N-(4-((2R,3S)-3-amino-2-methyl-1-piperidinyl)-3-pyridinyl)-2-(3-fluoro-2-pyridinyl)imidazo[,5-b]pyridazin-7-amine (1405126-78-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: bis[di-tert-butyl-(4-dimethylaminophenyl)phosphine]palladium (II) dichloride / tetrahydrofuran / 1 h / 60 °C / Inert atmosphere; Sealed tube

2.1: trichloroisocyanuric acid / 1,2-dichloro-ethane / 90 °C

3.1: sodium azide / N,N-dimethyl-formamide / 3 h / 20 °C

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

4.2: 0.25 h / 20 °C

5.1: Chiralcel OZ-H column / carbon dioxide; methanol / Resolution of racemate

6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With sodium azide; trichloroisocyanuric acid; trifluoroacetic acid; trimethylphosphane; bis[di-tert-butyl-(4-dimethylaminophenyl)phosphine]palladium (II) dichloride; In tetrahydrofuran; methanol; dichloromethane; carbon dioxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

Reference yield:

3-chloro-6-methylpyridazine (1121-79-5) → N-(4-((2R,3S)-3-amino-2-methyl-1-piperidinyl)-3-pyridinyl)-2-(3-fluoro-2-pyridinyl)imidazo[,5-b]pyridazin-7-amine (1405126-78-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: hydrogen iodide / water / 2 h / 100 °C

2.1: bis[di-tert-butyl-(4-dimethylaminophenyl)phosphine]palladium (II) dichloride / tetrahydrofuran / 1 h / 60 °C / Inert atmosphere; Sealed tube

3.1: trichloroisocyanuric acid / 1,2-dichloro-ethane / 90 °C

4.1: sodium azide / N,N-dimethyl-formamide / 3 h / 20 °C

5.1: trimethylphosphane / tetrahydrofuran / 0.25 h / 20 °C

5.2: 0.25 h / 20 °C

6.1: Chiralcel OZ-H column / carbon dioxide; methanol / Resolution of racemate

7.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With sodium azide; trichloroisocyanuric acid; hydrogen iodide; trifluoroacetic acid; trimethylphosphane; bis[di-tert-butyl-(4-dimethylaminophenyl)phosphine]palladium (II) dichloride; In tetrahydrofuran; methanol; dichloromethane; carbon dioxide; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

upstream raw materials:

3-iodo-6-methylpyridazine

3-chloro-6-methylpyridazine

3-(2,6-difluorophenyl)-6-methylpyridazine

3-(chloromethyl)-6-(2,6-difluorophenyl)pyridazine