methyl 3-(8-(6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoate

Base Information

Chemical Name:methyl 3-(8-(6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoate
CAS No.:1431773-81-7
Molecular Formula:C₂₄H₂₂N₆O₂
Molecular Weight:426.478
Hs Code.:

Synonyms:methyl 3-(8-(6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoate

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Chemical Property of methyl 3-(8-(6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoate

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Technology Process of methyl 3-(8-(6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoate

There total 8 articles about methyl 3-(8-(6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoate 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: 22.0%

: 1431773-71-5
methyl 3-(8-bromoimidazo[1,2-b]pyridazin-6-yl)benzoate

: 1431773-80-6
6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-amine

: 1431773-81-7
methyl 3-(8-(6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; at 100 ℃; for 16h; Inert atmosphere;

Reference yield:

: 480425-35-2
methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

: 1431773-81-7
methyl 3-(8-(6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 6 h / 100 °C / Inert atmosphere

2: sodium hydrogencarbonate; bromine / methanol / 16.5 h / 20 °C

3: toluene-4-sulfonic acid / isopropyl alcohol / 40 h / 80 °C

4: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bromine; sodium hydrogencarbonate; sodium carbonate; caesium carbonate; toluene-4-sulfonic acid; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; XPhos; In 1,4-dioxane; methanol; water; isopropyl alcohol;

Reference yield:

: 5617-69-6
3-aza-bicyclo[3.1.0]hexane-2,4-dione

: 1431773-81-7
methyl 3-(8-(6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1.5 h / 170 °C / Cooling with ice

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene; diethyl ether / 4.5 h / 0 °C / Inert atmosphere; Reflux

3.1: palladium(II) hydroxide; hydrogen / methanol / 24 h / 20 °C / 3040.2 Torr

3.2: pH 4

4.1: triethylamine / water / 0.5 h / 205 °C / Microwave irradiation

5.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; hydrogen; palladium(II) hydroxide; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In 1,4-dioxane; methanol; diethyl ether; water; toluene;