tert-butyl N-([3-methyl-2-(4-methylpiperazino)-5-nitrophenyl]methyl)carbamate

Base Information

Chemical Name:tert-butyl N-([3-methyl-2-(4-methylpiperazino)-5-nitrophenyl]methyl)carbamate
CAS No.:1312290-88-2
Molecular Formula:C₁₈H₂₈N₄O₄
Molecular Weight:364.445
Hs Code.:

Synonyms:tert-butyl N-([3-methyl-2-(4-methylpiperazino)-5-nitrophenyl]methyl)carbamate

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Chemical Property of tert-butyl N-([3-methyl-2-(4-methylpiperazino)-5-nitrophenyl]methyl)carbamate

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Technology Process of tert-butyl N-([3-methyl-2-(4-methylpiperazino)-5-nitrophenyl]methyl)carbamate

There total 5 articles about tert-butyl N-([3-methyl-2-(4-methylpiperazino)-5-nitrophenyl]methyl)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: 68.0%

: 109-01-3
1-methyl-piperazine

: 1312290-87-1
tert-butyl N-[(2-bromo-3-methyl-5-nitrophenyl)methyl]carbamate

: 1312290-88-2
tert-butyl N-([3-methyl-2-(4-methylpiperazino)-5-nitrophenyl]methyl)carbamate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; at 90 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.ejmech.2011.04.047

Reference yield:

: 1312290-85-9
2-[(2-bromo-3-methyl-5-nitrophenyl)methyl]-2,3-dihydro-1H-isoindole-1,3-dione

: 1312290-88-2
tert-butyl N-([3-methyl-2-(4-methylpiperazino)-5-nitrophenyl]methyl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrazine hydrate / acetonitrile / Reflux

1.3: pH 10

2.1: tetrahydrofuran / 20 °C

3.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 16 h / 90 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; hydrazine hydrate; In tetrahydrofuran; 1,4-dioxane; acetonitrile; 3.1: Buchwald coupling;
DOI:10.1016/j.ejmech.2011.04.047

Reference yield:

: 7149-70-4
2-bromo-5-nitrotoluene

: 1312290-88-2
tert-butyl N-([3-methyl-2-(4-methylpiperazino)-5-nitrophenyl]methyl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: trifluorormethanesulfonic acid / 0.33 h / 0 °C

1.2: 18 h / 0 - 20 °C

2.1: hydrazine hydrate / acetonitrile / Reflux

2.3: pH 10

3.1: tetrahydrofuran / 20 °C

4.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 16 h / 90 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifluorormethanesulfonic acid; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; hydrazine hydrate; In tetrahydrofuran; 1,4-dioxane; acetonitrile; 1.1: Tcherniak-Einhorn reaction / 1.2: Tcherniak-Einhorn reaction / 4.1: Buchwald coupling;
DOI:10.1016/j.ejmech.2011.04.047