tert-butyl {3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]-6-(3-fluorophenoxy)imidazo[1,2-a]pyridin-8-yl}(2,2-difluoroethyl)carbamate

Base Information

Chemical Name:tert-butyl {3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]-6-(3-fluorophenoxy)imidazo[1,2-a]pyridin-8-yl}(2,2-difluoroethyl)carbamate
CAS No.:1402596-15-9
Molecular Formula:C₃₁H₃₁F₃N₄O₄
Molecular Weight:580.607
Hs Code.:

Synonyms:tert-butyl {3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]-6-(3-fluorophenoxy)imidazo[1,2-a]pyridin-8-yl}(2,2-difluoroethyl)carbamate

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Chemical Property of tert-butyl {3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]-6-(3-fluorophenoxy)imidazo[1,2-a]pyridin-8-yl}(2,2-difluoroethyl)carbamate

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Technology Process of tert-butyl {3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]-6-(3-fluorophenoxy)imidazo[1,2-a]pyridin-8-yl}(2,2-difluoroethyl)carbamate

There total 10 articles about tert-butyl {3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]-6-(3-fluorophenoxy)imidazo[1,2-a]pyridin-8-yl}(2,2-difluoroethyl)carbamate 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:

: 372-20-3
3-fluorophenol

: 1402596-16-0
tert-butyl {6-bromo-3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]imidazo[1,2-a]pyridin-8-yl}(2,2-difluoroethyl)carbamate

: 1402596-15-9
tert-butyl {3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]-6-(3-fluorophenoxy)imidazo[1,2-a]pyridin-8-yl}(2,2-difluoroethyl)carbamate

Guidance literature:: With dimethylaminoacetic acid; caesium carbonate; copper(l) chloride; In 1,4-dioxane; at 160 ℃; for 1h;

Reference yield:

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

: 1402596-15-9
tert-butyl {3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]-6-(3-fluorophenoxy)imidazo[1,2-a]pyridin-8-yl}(2,2-difluoroethyl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

1: isopropyl alcohol / 20 °C / Reflux; Inert atmosphere

2: trifluoroacetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 72 h / 20 °C

3: triethylamine; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 48 h / 40 °C

4: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 40 °C

5: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 2 h / 55 °C

6: caesium carbonate; copper(l) chloride; dimethylaminoacetic acid / 1,4-dioxane / 1 h / 160 °C

With N-iodo-succinimide; dimethylaminoacetic acid; sodium tris(acetoxy)borohydride; potassium carbonate; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; copper(l) chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

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

: 1402596-15-9
tert-butyl {3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]-6-(3-fluorophenoxy)imidazo[1,2-a]pyridin-8-yl}(2,2-difluoroethyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: sodium periodate; water; ammonium acetate / acetone / 5 h / 20 - 40 °C

4: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 2 h / 55 °C

5: caesium carbonate; copper(l) chloride; dimethylaminoacetic acid / 1,4-dioxane / 1 h / 160 °C

With sodium periodate; dimethylaminoacetic acid; ammonium acetate; water; potassium acetate; 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; dichloromethane; water; acetone;