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

Base Information

Chemical Name:tert-butyl {6-bromo-3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]imidazo[1,2-a]pyridin-8-yl}(2,2-difluoroethyl)carbamate
CAS No.:1402596-16-0
Molecular Formula:C₂₅H₂₇BrF₂N₄O₃
Molecular Weight:549.415
Hs Code.:

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

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

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

There total 8 articles about tert-butyl {6-bromo-3-[4-(cyclopropylcarbamoyl)-3-methylphenyl]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: 62.9%

: 1365243-78-2
[4-(cyclopropylcarbamoyl)-3-methylphenyl]boronic acid

: 1402596-17-1
tert-butyl (6-bromo-3-iodoimidazo[1,2-a]pyridin-8-yl)(2,2-difluoroethyl)carbamate

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

Guidance literature:: With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; water; at 55 ℃; for 2h;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

With sodium periodate; ammonium acetate; water; potassium acetate; potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In tetrahydrofuran; 1,4-dioxane; water; acetone;