5-Bromo-6-fluoropyridin-3-amine

Base Information

• Chemical Name: 5-Bromo-6-fluoropyridin-3-amine
• CAS No.: 209328-99-4
• Molecular Formula: C₅H₄BrFN₂
• Molecular Weight: 191.003
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50593290
• Nikkaji Number: J3.603.520J
• Wikidata: Q72479427
• Mol file: 209328-99-4.mol

Synonyms:209328-99-4;5-Bromo-6-fluoropyridin-3-amine;5-Amino-3-bromo-2-fluoropyridine;2-Fluoro-3-bromo-5-aminopyridine;3-Pyridinamine, 5-bromo-6-fluoro-;MFCD09835254;SCHEMBL6585129;DTXSID50593290;YNQHWPMLZHWUOA-UHFFFAOYSA-N;5-amino-2-fluoro-3-bromopyridine;AKOS015853546;SB52412;AM803498;AS-39565;SY106985;CS-0092064;EN300-177404;A815034;J-516711

Chemical Property of 5-Bromo-6-fluoropyridin-3-amine

Chemical Property:

• Vapor Pressure: 0.000822mmHg at 25°C
• Refractive Index: 1.604
• Boiling Point: 305.4 °C at 760 mmHg
• Flash Point: 138.5 °C
• PSA: 38.91000
• Density: 1.813 g/cm³
• LogP: 2.14660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 189.95419
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

98%min ^*data from raw suppliers

5-Amino-3-bromo-2-fluoropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1Br)F)N

Technology Process of 5-Bromo-6-fluoropyridin-3-amine

There total 3 articles about 5-Bromo-6-fluoropyridin-3-amine 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: 98.0%

3-bromo-2-fluoro-5-nitropyridine (1868-58-2) → 5-bromo-6-fluoropyridin-3-amine (209328-99-4)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; water; at 20 ℃; for 4h; chemoselective reaction; Inert atmosphere; Green chemistry;

DOI:10.1002/anie.201604026

Reference yield:

3-bromo-2-fluoro-5-nitropyridine (1868-58-2) → 5-bromo-6-fluoropyridin-3-amine (209328-99-4)

Guidance literature:

In methanol;

Reference yield:

3-bromo-2-chloro-5-nitropyridine (5470-17-7) → 5-bromo-6-fluoropyridin-3-amine (209328-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium fluoride / acetonitrile

2: methanol

With potassium fluoride; In methanol; acetonitrile;

upstream raw materials:

3-bromo-2-fluoro-5-nitropyridine

3-bromo-2-chloro-5-nitropyridine

Refernces

• 1、 Feng, Jie,Handa, Sachin,Gallou, Fabrice,Lipshutz, Bruce H.. "Safe and Selective Nitro Group Reductions Catalyzed by Sustainable and Recyclable Fe/ppm Pd Nanoparticles in Water at Room Temperature". supporting information. p. 8979 - 8983. Retrieved 2016/07/26.