tert-butyl 4-{[(2-bromo-4-nitrophenyl)amino]carbonyl}piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-{[(2-bromo-4-nitrophenyl)amino]carbonyl}piperidine-1-carboxylate
CAS No.:293744-28-2
Molecular Formula:C₁₇H₂₂BrN₃O₅
Molecular Weight:428.283
Hs Code.:

Synonyms:tert-butyl 4-{[(2-bromo-4-nitrophenyl)amino]carbonyl}piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-{[(2-bromo-4-nitrophenyl)amino]carbonyl}piperidine-1-carboxylate

Chemical Property:

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Technology Process of tert-butyl 4-{[(2-bromo-4-nitrophenyl)amino]carbonyl}piperidine-1-carboxylate

There total 1 articles about tert-butyl 4-{[(2-bromo-4-nitrophenyl)amino]carbonyl}piperidine-1-carboxylate 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:

: 84358-13-4,174286-31-8
N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

: 293744-28-2
tert-butyl 4-{[(2-bromo-4-nitrophenyl)amino]carbonyl}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: SOCl₂; pyridine / CH₂Cl₂ / 0.42 h / 20 °C

2: 6.49 g / Et₃N; DMAP; pyridine / CH₂Cl₂

With pyridine; dmap; thionyl chloride; triethylamine; In dichloromethane; 1: Substitution / 2: Acylation;
DOI:10.1002/1522-2675(20000607)83:6<1247::AID-HLCA1247>3.0.CO;2-1

Reference yield: 86.0%

: 100-44-7
benzyl chloride

: 293744-28-2
tert-butyl 4-{[(2-bromo-4-nitrophenyl)amino]carbonyl}piperidine-1-carboxylate

: 293744-33-9
tert-butyl 4-{[(benzyl)(2-bromo-4-nitrophenyl)amino]carbonyl}piperidine-1-carboxylate

Guidance literature:: With potassium fluoride on basic alumina; In 1,2-dimethoxyethane; acetonitrile; at 20 ℃; for 312h;
DOI:10.1002/1522-2675(20000607)83:6<1247::AID-HLCA1247>3.0.CO;2-1

Reference yield:

: 293744-28-2
tert-butyl 4-{[(2-bromo-4-nitrophenyl)amino]carbonyl}piperidine-1-carboxylate

: tert-butyl 1-benzyl-1,2-dihydro-5-nitro-2-oxospiro[3H-indole-3,4'-piperidine]-1'-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / KF-Al₂O₃ / acetonitrile; 1,2-dimethoxy-ethane / 312 h / 20 °C

2: 21.6 percent / t-BuONa; rac-BINAP / [Pd(dba)2] / dioxane / 3 h / 95 - 110 °C

With potassium fluoride on basic alumina; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; [Pd(dibenzylideneacetone)2]; In 1,4-dioxane; 1,2-dimethoxyethane; acetonitrile; 1: benzylation / 2: Cyclization;
DOI:10.1002/1522-2675(20000607)83:6<1247::AID-HLCA1247>3.0.CO;2-1