tert-butyl ((2S,3R)-1-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-2-methylpiperidin-3-yl)carbamate

Base Information

• Chemical Name: tert-butyl ((2S,3R)-1-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-2-methylpiperidin-3-yl)carbamate
• CAS No.: 1405128-97-3
• Molecular Formula: C₂₈H₃₁F₂N₇O₂
• Molecular Weight: 535.597
• Mol file: 1405128-97-3.mol

Synonyms:tert-butyl ((2S,3R)-1-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-2-methylpiperidin-3-yl)carbamate

Chemical Property of tert-butyl ((2S,3R)-1-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-2-methylpiperidin-3-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl ((2S,3R)-1-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-2-methylpiperidin-3-yl)carbamate

There total 5 articles about tert-butyl ((2S,3R)-1-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-2-methylpiperidin-3-yl)carbamate 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 (1-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-2-methylpiperidin-3-yl)carbamate → 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) + tert-butyl ((2R,3R)-1-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-2-methylpiperidin-3-yl)carbamate (1405128-99-5) + tert-butyl ((2S,3S)-1-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-2-methylpiperidin-3-yl)carbamate (1405128-98-4) + tert-butyl ((2S,3R)-1-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-2-methylpiperidin-3-yl)carbamate (1405128-97-3)

Guidance literature:

With Chiralcel OZ-H column; In methanol; carbon dioxide; Resolution of racemate;

Reference yield:

3-chloro-6-methylpyridazine (1121-79-5) → tert-butyl ((2S,3R)-1-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-2-methylpiperidin-3-yl)carbamate (1405128-97-3)

Guidance literature:

Multi-step reaction with 6 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

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

Reference yield:

3-iodo-6-methylpyridazine (1618-47-9) → tert-butyl ((2S,3R)-1-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-2-methylpiperidin-3-yl)carbamate (1405128-97-3)

Guidance literature:

Multi-step reaction with 5 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

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

upstream raw materials:

3-iodo-6-methylpyridazine

3-chloro-6-methylpyridazine

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

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

Downstream raw materials:

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