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

Base Information

Chemical Name:N-(4-((3S,5R)-3-amino-5-methylpiperidin-1-yl)pyridin-3-yl)-2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-amine
CAS No.:1405126-60-4
Molecular Formula:C₂₃H₂₃F₂N₇
Molecular Weight:435.479
Hs Code.:

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

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

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Technology Process of N-(4-((3S,5R)-3-amino-5-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,5R)-3-amino-5-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: 99.0%

: 1405128-95-1
tert-butyl ((3S,5R)-1-(3-((2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-5-methylpiperidin-3-yl)carbamate

: 1405126-60-4
N-(4-((3S,5R)-3-amino-5-methylpiperidin-1-yl)pyridin-3-yl)-2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-amine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/j.bmcl.2016.09.067

Reference yield:

: 631910-23-1
tert-butyl N-(5-methylpyridin-3-yl)carbamate

: 1405126-60-4
N-(4-((3S,5R)-3-amino-5-methylpiperidin-1-yl)pyridin-3-yl)-2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-amine

Guidance literature:: Multi-step reaction with 6 steps

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

2: isopropyl alcohol / 3 h / 60 °C

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

4: tetrahydrofuran / 2 h / 60 °C

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

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

With platinum(IV) oxide; 5% rhodium-on-charcoal; palladium on activated charcoal; hydrogen; trifluoroacetic acid; trimethylphosphane; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; isopropyl alcohol; 5: |Staudinger Azide Reduction;
DOI:10.1016/j.bmcl.2016.09.067

Reference yield:

: 1270019-95-8,1187055-56-6,1405128-25-7
cis-(+/-)-tert-butyl 5-methylpiperidin-3-ylcarbamate

: 1405126-60-4
N-(4-((3S,5R)-3-amino-5-methylpiperidin-1-yl)pyridin-3-yl)-2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-amine

Guidance literature:: Multi-step reaction with 5 steps

1: isopropyl alcohol / 3 h / 60 °C

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

3: tetrahydrofuran / 2 h / 60 °C

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

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

With palladium on activated charcoal; hydrogen; trifluoroacetic acid; trimethylphosphane; In tetrahydrofuran; ethanol; dichloromethane; isopropyl alcohol; 4: |Staudinger Azide Reduction;
DOI:10.1016/j.bmcl.2016.09.067