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

Base Information

Chemical Name:3-(8-(6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoic acid
CAS No.:1431772-73-4
Molecular Formula:C₂₃H₂₀N₆O₂
Molecular Weight:412.451
Hs Code.:

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

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

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

There total 9 articles about 3-(8-(6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoic acid 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: 67.0%

: 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

: 1431772-73-4
3-(8-(6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoic acid

Guidance literature:: methyl 3-(8-(6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoate; With water; sodium hydroxide; In 1,4-dioxane; at 40 ℃; for 4h;

With hydrogenchloride; In water; pH=4;

Reference yield:

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

: 1431772-73-4
3-(8-(6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoic acid

Guidance literature:: Multi-step reaction with 6 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

6.1: sodium hydroxide; water / 1,4-dioxane / 4 h / 40 °C

6.2: pH 4

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

Reference yield:

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

: 1431772-73-4
3-(8-(6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

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

5.1: sodium hydroxide; water / 1,4-dioxane / 4 h / 40 °C

5.2: pH 4

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