1-BOC-4-(2-AMINO-4-PYRIDINYL)-PIPERAZINE

Base Information

• Chemical Name: 1-BOC-4-(2-AMINO-4-PYRIDINYL)-PIPERAZINE
• CAS No.: 571189-23-6
• Molecular Formula: C14H22N4O2
• Molecular Weight: 278.354
• Mol file: 571189-23-6.mol

Synonyms:

Chemical Property of 1-BOC-4-(2-AMINO-4-PYRIDINYL)-PIPERAZINE

Chemical Property:

• Boiling Point: 455.4±45.0 °C(Predicted)
• PKA: 10.60±0.14(Predicted)
• PSA: 71.69000
• Density: 1.182±0.06 g/cm3(Predicted)
• LogP: 2.30500
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl4-(2-aminopyridin-4-yl)piperazine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-BOC-4-(2-AMINO-4-PYRIDINYL)-PIPERAZINE

There total 4 articles about 1-BOC-4-(2-AMINO-4-PYRIDINYL)-PIPERAZINE 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: 83.0%

2-Amino-4-chloropyridine (19798-80-2) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(2-aminopyridin-4-yl)piperazine-1-carboxylate (571189-23-6)

Guidance literature:

In ethanol; for 7h; Heating;

DOI:10.1016/j.bmc.2007.12.024

Reference yield:

C14H20N4O4 → tert-butyl 4-(2-aminopyridin-4-yl)piperazine-1-carboxylate (571189-23-6)

Guidance literature:

With palladium on activated charcoal; hydrogen; acetic acid; In methanol; at 25 ℃; for 4h;

DOI:10.1021/acs.jmedchem.8b01333

Reference yield:

1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(2-aminopyridin-4-yl)piperazine-1-carboxylate (571189-23-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / ethanol / 36 h / 60 °C

2: acetic acid; palladium on activated charcoal; hydrogen / methanol / 4 h / 25 °C

With palladium on activated charcoal; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; In methanol; ethanol;

DOI:10.1021/acs.jmedchem.8b01333

upstream raw materials:

2-Amino-4-chloropyridine

1-t-Butoxycarbonylpiperazine

4-fluoro-2-nitropyridine

Refernces

• 1、 Le Manach, Claire,Paquet, Tanya,Wicht, Kathryn,Nchinda, Aloysius T.,Brunschwig, Christel,Njoroge, Mathew,Gibhard, Liezl,Taylor, Dale,Lawrence, Nina,Wittlin, Sergio,Eyermann, Charles J.,Basarab, Gregory S.,Duffy, James,Fish, Paul V.,Street, Leslie J.,Chibale, Kelly. "Antimalarial Lead-Optimization Studies on a 2,6-Imidazopyridine Series within a Constrained Chemical Space to Circumvent Atypical Dose-Response Curves against Multidrug Resistant Parasite Strains". supporting information. p. 9371 - 9385. Retrieved 2018/10/24.