N-BOC-N-Methyl-3-broMoaniline

Base Information

• Chemical Name: N-BOC-N-Methyl-3-broMoaniline
• CAS No.: 57598-34-2
• Molecular Formula: C12H16BrNO2
• Molecular Weight: 286.169
• Hs Code.: 2924299090
• Mol file: 57598-34-2.mol

Synonyms:N-Boc 3-bromo-N-methylaniline;3-Bromo-N-tert-butoxycarbonyl-N-methylaniline;N-BOC-N-Methyl-3-bromoaniline;

Chemical Property of N-BOC-N-Methyl-3-broMoaniline

Chemical Property:

• PSA: 29.54000
• LogP: 3.82040

Purity/Quality:

99.90% ^*data from raw suppliers

N-BOC-N-Methyl-3-bromoaniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-BOC-N-Methyl-3-broMoaniline

There total 4 articles about N-BOC-N-Methyl-3-broMoaniline 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:

di-tert-butyl dicarbonate (24424-99-5) + 3-bromo-N-methylaniline (66584-32-5) → 3-Bromo-N-tert-butoxycarbonyl-N-methylaniline (57598-34-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 24h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 3-Bromo-N-tert-butoxycarbonyl-N-methylaniline (57598-34-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tert-butyl alcohol / 24 h / 40 °C / Inert atmosphere; Schlenk technique

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C / Inert atmosphere; Schlenk technique

2.2: 20 °C / Inert atmosphere; Schlenk technique

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;

DOI:10.1002/anie.201403203

Reference yield:

m-Bromoaniline (591-19-5) → 3-Bromo-N-tert-butoxycarbonyl-N-methylaniline (57598-34-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tert-butyl alcohol / 24 h / 40 °C / Inert atmosphere; Schlenk technique

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C / Inert atmosphere; Schlenk technique

2.2: 20 °C / Inert atmosphere; Schlenk technique

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;

DOI:10.1002/anie.201403203

upstream raw materials:

di-tert-butyl dicarbonate

m-Bromoaniline

3-bromo-N-methylaniline

Downstream raw materials:

[2'-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-6'-methoxy-biphenyl-3-yl]-methyl-carbamic acid tert-butyl ester

3-bromo-N-methylaniline

(3-((tert-butoxycarbonyl)(methyl)amino)phenyl)boronic acid

tert-butyl methyl-[3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]carbamate

Refernces

• 1、 Zhou, Guangyan,Chu, Shidong,Nemati, Ariana,Huang, Chunsheng,Snyder, Beth A.,Ptak, Roger G.,Gochin, Miriam. "Investigation of the molecular characteristics of bisindole inhibitors as HIV-1 glycoprotein-41 fusion inhibitors". . p. 533 - 542. Retrieved 2018/11/06.
• 2、 Doerfler, Jaika,Preuss, Till,Schischko, Alexandra,Schmidtmann, Marc,Doye, Sven. "A 2,6-bis(phenylamino)pyridinato titanium catalyst for the highly regioselective hydroaminoalkylation of styrenes and 1,3-butadienes". . p. 7918 - 7922. Retrieved 2014/08/05.