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

Base Information

Chemical Name:N-cyclopropyl-4-{6-[2-(hydroxymethyl)phenyl]-8-[(3,3,3-trifluoropropyl)amino]imidazo[1,2-a]pyridin-3-yl}-2-methylbenzamide
CAS No.:1402593-27-4
Molecular Formula:C₂₈H₂₇F₃N₄O₂
Molecular Weight:508.543
Hs Code.:

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

There total 8 articles about N-cyclopropyl-4-{6-[2-(hydroxymethyl)phenyl]-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: 55.0%

: 1402595-17-8
4-{6-bromo-8-[(3,3,3-trifluoropropyl)amino]imidazo[1,2-a]pyridin-3-yl}-N-cyclopropyl-2-methylbenzamide

: 87199-14-2
2-(hydroxymethyl)phenylboronic acid

: 1402593-27-4
N-cyclopropyl-4-{6-[2-(hydroxymethyl)phenyl]-8-[(3,3,3-trifluoropropyl)amino]imidazo[1,2-a]pyridin-3-yl}-2-methylbenzamide

Guidance literature:: With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1-methyl-pyrrolidin-2-one; water; at 120 - 130 ℃; Microwave irradiation; Sealed vial;

Reference yield:

: 38875-53-5
5-bromo-pyridine-2,3-diamine

: 1402593-27-4
N-cyclopropyl-4-{6-[2-(hydroxymethyl)phenyl]-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: isopropyl alcohol / 20 °C / Reflux; Inert atmosphere

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

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: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1-methyl-pyrrolidin-2-one; water / 120 - 130 °C / Microwave irradiation; Sealed vial

With N-iodo-succinimide; potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; 1,1-dichloroethane; water; isopropyl alcohol;

Reference yield:

: 345965-99-3
4-bromo-N-cyclopropyl-2-methylbenzamide

: 1402593-27-4
N-cyclopropyl-4-{6-[2-(hydroxymethyl)phenyl]-8-[(3,3,3-trifluoropropyl)amino]imidazo[1,2-a]pyridin-3-yl}-2-methylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

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

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: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1-methyl-pyrrolidin-2-one; water / 120 - 130 °C / Microwave irradiation; Sealed vial

With potassium acetate; potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; 1,1-dichloroethane; water;