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

Base Information

Chemical Name:N-(4-((3S)-3-amino-1-piperidinyl)-3-pyridinyl)-2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-amine
CAS No.:1405126-14-8
Molecular Formula:C₂₂H₂₁F₂N₇
Molecular Weight:421.452
Hs Code.:

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

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

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

There total 10 articles about N-(4-((3S)-3-amino-1-piperidinyl)-3-pyridinyl)-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: 92.0%

: 1405128-81-5
tert-butyl ((3S)-1-(3-((2-(2,6-difluorophenyl)-imidazo[1,5-b]pyridazin-7-yl)amino)-4-pyridinyl)-3-piperidinyl)carbamate

: 1405126-14-8
N-(4-((3S)-3-amino-1-piperidinyl)-3-pyridinyl)-2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-amine

Guidance literature:: With hydrogenchloride; In water; ethyl acetate; at 20 ℃;
DOI:10.1016/j.bmcl.2016.09.067

Reference yield:

: 1405127-62-9
3-(2,6-difluorophenyl)-6-methylpyridazine

: 1405126-14-8
N-(4-((3S)-3-amino-1-piperidinyl)-3-pyridinyl)-2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-amine

Guidance literature:: Multi-step reaction with 4 steps

1: trichloroisocyanuric acid / 1,2-dichloro-ethane / 1.5 h / 90 °C

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

3: trimethylphosphane / tetrahydrofuran / 3 h / 0 - 20 °C

4: hydrogenchloride / water; ethyl acetate / 20 °C

With hydrogenchloride; sodium azide; trichloroisocyanuric acid; trimethylphosphane; In tetrahydrofuran; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 3: |Staudinger Azide Reduction;
DOI:10.1016/j.bmcl.2016.09.067

Reference yield:

: 1121-79-5
3-chloro-6-methylpyridazine

: 1405126-14-8
N-(4-((3S)-3-amino-1-piperidinyl)-3-pyridinyl)-2-(2,6-difluorophenyl)imidazo[1,5-b]pyridazin-7-amine

Guidance literature:: Multi-step reaction with 6 steps

1: hydrogen iodide / water / 1.5 h / 100 °C

2: bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / tetrahydrofuran / 1 h / 60 °C

3: trichloroisocyanuric acid / 1,2-dichloro-ethane / 1.5 h / 90 °C

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

5: trimethylphosphane / tetrahydrofuran / 3 h / 0 - 20 °C

6: hydrogenchloride / water; ethyl acetate / 20 °C

With hydrogenchloride; sodium azide; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); trichloroisocyanuric acid; hydrogen iodide; trimethylphosphane; In tetrahydrofuran; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 2: |Negishi Coupling / 5: |Staudinger Azide Reduction;
DOI:10.1016/j.bmcl.2016.09.067