C₂₅H₂₂BrN₅O₃

Base Information

• Chemical Name: C₂₅H₂₂BrN₅O₃
• CAS No.: 1616667-63-0
• Molecular Formula: C₂₅H₂₂BrN₅O₃
• Molecular Weight: 520.385
• Mol file: 1616667-63-0.mol

Synonyms:C₂₅H₂₂BrN₅O₃

Chemical Property of C₂₅H₂₂BrN₅O₃

Chemical Property:

Purity/Quality:

98% HPLC ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₅H₂₂BrN₅O₃

There total 4 articles about C₂₅H₂₂BrN₅O₃ 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: 88.0%

4-(5-bromo-2-chloro-pyrimidin-4-yloxy)-3,5-dimethylbenzonitrile (1039021-95-8) + di-tert-butyl dicarbonate (24424-99-5) + 4-Aminobenzonitrile (873-74-5) → C25H22BrN5O3 (1616667-63-0)

Guidance literature:

4-(5-bromo-2-chloro-pyrimidin-4-yloxy)-3,5-dimethylbenzonitrile; 4-Aminobenzonitrile; at 165 ℃; for 0.416667h;

di-tert-butyl dicarbonate; In tetrahydrofuran; at 25 ℃; for 1h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + 4-[[5-bromo-4-(4-cyano-2,6-dimethylphenoxy)-2-pyrimidinyl]-amino]benzonitrile (269055-04-1) → C25H22BrN5O3 (1616667-63-0)

Guidance literature:

With hydrogenchloride; dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; at 20 ℃; for 1h;

DOI:10.1021/ja5049303

Reference yield:

3,5-dimethyl-4-hydroxybenzonitrile (4198-90-7) → C25H22BrN5O3 (1616667-63-0)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere; Glovebox

2: 0.42 h / 165 °C / Inert atmosphere; Glovebox; Sealed tube

3: N-ethyl-N,N-diisopropylamine; hydrogenchloride; dmap / tetrahydrofuran; water / 1 h / 20 °C

With hydrogenchloride; dmap; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/ja5049303

upstream raw materials:

3,5-dimethyl-4-hydroxybenzonitrile

di-tert-butyl dicarbonate

4-[[5-bromo-4-(4-cyano-2,6-dimethylphenoxy)-2-pyrimidinyl]-amino]benzonitrile

4-(5-bromo-2-chloro-pyrimidin-4-yloxy)-3,5-dimethylbenzonitrile

Downstream raw materials:

etravirine

Refernces

• 1、 Fier, Patrick S.,Hartwig, John F.. "Synthesis and late-stage functionalization of complex molecules through C-H fluorination and nucleophilic aromatic substitution". . p. 10139 - 10147. Retrieved 2014/08/05.