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

Base Information

• Chemical Name: N-(4-((3S,4R)-3-amino-4-methylpiperidin-1-yl)pyridin-3-yl)-2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-amine
• CAS No.: 1405127-50-5
• Molecular Formula: C₂₃H₂₃F₂N₇
• Molecular Weight: 435.479
• Mol file: 1405127-50-5.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 12 articles about N-(4-((3S,4R)-3-amino-4-methylpiperidin-1-yl)pyridin-3-yl)-2-(2,6-difluorophenyl)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:

tert-butyl ((3S,4R)-1-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-4-methylpiperidin-3-yl)carbamate (1405129-25-0) → N-(4-((3S,4R)-3-amino-4-methylpiperidin-1-yl)pyridin-3-yl)-2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-amine (1405127-50-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.bmcl.2016.09.067

Reference yield:

C16H26N4O2 → N-(4-((3S,4R)-3-amino-4-methylpiperidin-1-yl)pyridin-3-yl)-2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-amine (1405127-50-5)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 2 h / 60 °C

2: trimethylphosphane / tetrahydrofuran / 0.75 h / 20 °C

3: trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C

With trifluoroacetic acid; trimethylphosphane; In tetrahydrofuran; dichloromethane; 2: |Staudinger Azide Reduction;

DOI:10.1016/j.bmcl.2016.09.067

Reference yield:

3-amino-4-methylpyridine (3430-27-1) → N-(4-((3S,4R)-3-amino-4-methylpiperidin-1-yl)pyridin-3-yl)-2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-amine (1405127-50-5)

Guidance literature:

Multi-step reaction with 7 steps

1: lithium hexamethyldisilazane / tetrahydrofuran / 16 h / 20 °C

2: hydrogen; platinum(IV) oxide; 5% rhodium-on-charcoal / acetic acid / 1 h / 70 °C / 10343.2 Torr

3: isopropyl alcohol / 3 h / 60 °C

4: palladium on activated charcoal; hydrogen / ethanol / 2 h

5: tetrahydrofuran / 2 h / 60 °C

6: trimethylphosphane / tetrahydrofuran / 0.75 h / 20 °C

7: trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C

With platinum(IV) oxide; 5% rhodium-on-charcoal; palladium on activated charcoal; hydrogen; trifluoroacetic acid; lithium hexamethyldisilazane; trimethylphosphane; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; isopropyl alcohol; 6: |Staudinger Azide Reduction;

DOI:10.1016/j.bmcl.2016.09.067

upstream raw materials:

3-amino-4-methylpyridine

3-(tert-butyloxycarbonylamino)-4-methyl-pyridine

(+/-)-trans-3-(tert-butoxycarbonyl)amino-4-methylpiperidine

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