benzyl 3-bromo-5-nicotinoylphenylcarbamate

Base Information

Chemical Name:benzyl 3-bromo-5-nicotinoylphenylcarbamate
CAS No.:915412-27-0
Molecular Formula:C₂₀H₁₅BrN₂O₃
Molecular Weight:411.255
Hs Code.:

Synonyms:benzyl 3-bromo-5-nicotinoylphenylcarbamate

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Chemical Property of benzyl 3-bromo-5-nicotinoylphenylcarbamate

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Technology Process of benzyl 3-bromo-5-nicotinoylphenylcarbamate

There total 3 articles about benzyl 3-bromo-5-nicotinoylphenylcarbamate 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: 46.0%

: 621-84-1
O-benzyl carbamate

: 145691-52-7
(3,5-dibromophenyl)(pyridin-3-yl)methanone

: 915412-27-0
benzyl 3-bromo-5-nicotinoylphenylcarbamate

Guidance literature:: O-benzyl carbamate; (3,5-dibromophenyl)(pyridin-3-yl)methanone; With caesium carbonate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; toluene; at 20 - 80 ℃; for 0.583333h;

palladium on activated charcoal; at 105 ℃;

Reference yield:

: 100-54-9,121697-66-3,1232169-17-3,68271-95-4
pyridine-3-carbonitrile

: 915412-27-0
benzyl 3-bromo-5-nicotinoylphenylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / diethyl ether; hexane / 0.5 h / -75 - -70 °C / Inert atmosphere

1.2: 1 h / -75 - -71 °C / Inert atmosphere

1.3: 0.33 h / -25 - 20 °C / Inert atmosphere

2.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / 1,4-dioxane; toluene / 80 °C / Inert atmosphere; Reflux

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; n-butyllithium; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; In 1,4-dioxane; diethyl ether; hexane; toluene; 2.1: Buchwald-Hartwig amination;
DOI:10.1021/jm100659v

Reference yield:

: 626-39-1
1,3,5-trisbromobenzene

: 915412-27-0
benzyl 3-bromo-5-nicotinoylphenylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / diethyl ether; hexane / 0.5 h / -75 - -70 °C / Inert atmosphere

1.2: 1 h / -75 - -71 °C / Inert atmosphere

1.3: 0.33 h / -25 - 20 °C / Inert atmosphere

2.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / 1,4-dioxane; toluene / 80 °C / Inert atmosphere; Reflux

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; n-butyllithium; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; In 1,4-dioxane; diethyl ether; hexane; toluene; 2.1: Buchwald-Hartwig amination;
DOI:10.1021/jm100659v