2,4-DIBROMO-5-NITROPYRIDINE

Base Information

• Chemical Name: 2,4-DIBROMO-5-NITROPYRIDINE
• CAS No.: 4487-57-4
• Molecular Formula: C5H2Br2N2O2
• Molecular Weight: 281.891
• Hs Code.: 2933399090
• Mol file: 4487-57-4.mol

Synonyms:2,4-Dibromo-5-nitropyridine;

Chemical Property of 2,4-DIBROMO-5-NITROPYRIDINE

Chemical Property:

• Vapor Pressure: 0.0033mmHg at 25°C
• Melting Point: 99 °C
• Refractive Index: 1.649
• Boiling Point: 292 °C at 760 mmHg
• PKA: -2.18±0.10(Predicted)
• Flash Point: 130.4 °C
• PSA: 58.71000
• Density: 2.221 g/cm³
• LogP: 3.03800
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

2,4-Dibromo-5-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,4-Dibromo-5-nitropyridine is a tri-substituted pyridine derivative used in the preparation of AKT kinase inhibitors and antihypertensive agents.

Technology Process of 2,4-DIBROMO-5-NITROPYRIDINE

There total 5 articles about 2,4-DIBROMO-5-NITROPYRIDINE 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: 75.0%

2-hydroxy-4-methoxy-5-nitro pyridine (607373-82-0) → 2,4-dibromo-5-nitropyridine (4487-57-4)

Guidance literature:

With phosphorus(V) oxybromide; In acetonitrile; at 20 ℃; for 3h; Heating / reflux;

Reference yield: 41.1%

4-chloro-2-hydroxy-5-nitropyridine (850663-54-6) → 2,4-dibromo-5-nitropyridine (4487-57-4)

Guidance literature:

With phosphorus(V) oxybromide; In acetonitrile; at 80 ℃; for 2h; Inert atmosphere;

Reference yield:

4-methoxy-3-nitro-pyridine (31872-62-5) → 2,4-dibromo-5-nitropyridine (4487-57-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / potassium t-butoxide; t-BuOOH / tetrahydrofuran; decane; liquid ammonia / 2 h / -35 °C

2: POBr₃ / acetonitrile / 3 h / Heating

With tert.-butylhydroperoxide; potassium tert-butylate; phosphorus(V) oxybromide; In tetrahydrofuran; decane; ammonia; acetonitrile;

DOI:10.1021/jm060873p

upstream raw materials:

2-hydroxy-4-methoxy-5-nitro pyridine

4-methoxy-3-nitro-pyridine

4-chloro-2-hydroxy-5-nitropyridine

4-chloro-3-nitropyridine

Downstream raw materials:

2-bromo-N⁴-ethyl-5-nitro-3,4-pyridinediamine

4-[6-bromo-1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl]-1,2,5-oxadiazol-3-amine

((1R)-1-phenylethyl)(2-bromo-5-nitro(4-pyridyl))amine

tert-butyl 3-((2-bromo-5-nitropyridin-4-yl)amino)piperidine-1-carboxylate

Refernces

• 1、 Barsanti, Paul A.,Pan, Yue,Lu, Yipin,Jain, Rama,Cox, Matthew,Aversa, Robert J.,Dillon, Michael P.,Elling, Robert,Hu, Cheng,Jin, Xianming,Knapp, Mark,Lan, Jiong,Ramurthy, Savithri,Rudewicz, Patrick,Setti, Lina,Subramanian, Sharadha,Mathur, Michelle,Taricani, Lorena,Thomas, George,Xiao, Linda,Yue, Qin. "Structure-based drug design of novel, potent, and selective azabenzimidazoles (ABI) as ATR inhibitors". supporting information. p. 42 - 46. Retrieved 2015/01/30.
• 2、 -. "AMINOPYRIMIDINE COMPOUNDS AS INHIBITORS OF T790M CONTAINING EGFR MUTANTS". Page/Page column 115. . Retrieved 2014/06/11.