N-cyclopropyl-4-{6-(3-fluoro-4-hydroxyphenoxy)-8-[(3,3,3-trifluoropropyl)amino]imidazo[1,2-a]pyridin-3-yl}-2-methylbenzamide

Base Information

Chemical Name:N-cyclopropyl-4-{6-(3-fluoro-4-hydroxyphenoxy)-8-[(3,3,3-trifluoropropyl)amino]imidazo[1,2-a]pyridin-3-yl}-2-methylbenzamide
CAS No.:1402594-63-1
Molecular Formula:C₂₇H₂₄F₄N₄O₃
Molecular Weight:528.506
Hs Code.:

Synonyms:N-cyclopropyl-4-{6-(3-fluoro-4-hydroxyphenoxy)-8-[(3,3,3-trifluoropropyl)amino]imidazo[1,2-a]pyridin-3-yl}-2-methylbenzamide

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Chemical Property of N-cyclopropyl-4-{6-(3-fluoro-4-hydroxyphenoxy)-8-[(3,3,3-trifluoropropyl)amino]imidazo[1,2-a]pyridin-3-yl}-2-methylbenzamide

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Technology Process of N-cyclopropyl-4-{6-(3-fluoro-4-hydroxyphenoxy)-8-[(3,3,3-trifluoropropyl)amino]imidazo[1,2-a]pyridin-3-yl}-2-methylbenzamide

There total 8 articles about N-cyclopropyl-4-{6-(3-fluoro-4-hydroxyphenoxy)-8-[(3,3,3-trifluoropropyl)amino]imidazo[1,2-a]pyridin-3-yl}-2-methylbenzamide 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: 47.0%

: 1402593-77-4
N-cyclopropyl-4-{6-(3-fluoro-4-methoxyphenoxy)-8-[(3,3,3-trifluoropropyl)amino]imidazo[1,2-a]pyridin-3-yl}-2-methylbenzamid

: 1402594-63-1
N-cyclopropyl-4-{6-(3-fluoro-4-hydroxyphenoxy)-8-[(3,3,3-trifluoropropyl)amino]imidazo[1,2-a]pyridin-3-yl}-2-methylbenzamide

Guidance literature:: N-cyclopropyl-4-{6-(3-fluoro-4-methoxyphenoxy)-8-[(3,3,3-trifluoropropyl)amino]imidazo[1,2-a]pyridin-3-yl}-2-methylbenzamid; With boron tribromide; In dichloromethane; at 23 ℃;

With methanol; In dichloromethane;

Reference yield:

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 1402594-63-1
N-cyclopropyl-4-{6-(3-fluoro-4-hydroxyphenoxy)-8-[(3,3,3-trifluoropropyl)amino]imidazo[1,2-a]pyridin-3-yl}-2-methylbenzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane

2.1: potassium acetate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 1,4-dioxane / 6 h / Reflux

3.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 20 - 80 °C

4.1: 1,1-dichloroethane / 2 h / 20 °C

4.2: 1 h

5.1: caesium carbonate; copper(l) chloride; pyrrolidine-2-phosphonic acid phenyl monoester / 1,4-dioxane / 4 h / 130 °C / Microwave irradiation

6.1: boron tribromide / dichloromethane / 23 °C

With pyrrolidine-2-phosphonic acid phenyl monoester; potassium acetate; boron tribromide; potassium carbonate; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; copper(l) chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In tetrahydrofuran; 1,4-dioxane; 1,1-dichloroethane; dichloromethane; water;

Reference yield:

: 676371-00-9
6-bromoimidazo-[1,2-a]pyridin-8-ylamine

: 1402594-63-1
N-cyclopropyl-4-{6-(3-fluoro-4-hydroxyphenoxy)-8-[(3,3,3-trifluoropropyl)amino]imidazo[1,2-a]pyridin-3-yl}-2-methylbenzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-iodo-succinimide / tetrahydrofuran / 0 °C

2.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 20 - 80 °C

3.1: 1,1-dichloroethane / 2 h / 20 °C

3.2: 1 h

4.1: caesium carbonate; copper(l) chloride; pyrrolidine-2-phosphonic acid phenyl monoester / 1,4-dioxane / 4 h / 130 °C / Microwave irradiation

5.1: boron tribromide / dichloromethane / 23 °C

With pyrrolidine-2-phosphonic acid phenyl monoester; N-iodo-succinimide; boron tribromide; potassium carbonate; caesium carbonate; copper(l) chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; 1,1-dichloroethane; dichloromethane; water;