2-Chloro-3-bromo-5-aminopyridine

Base Information

• Chemical Name: 2-Chloro-3-bromo-5-aminopyridine
• CAS No.: 130284-53-6
• Molecular Formula: C5H4BrClN2
• Molecular Weight: 207.457
• Hs Code.: 2933399090
• Mol file: 130284-53-6.mol

Synonyms:3-Amino-5-bromo-6-chloropyridine;5-Amino-3-bromo-2-chloropyridine;

Chemical Property of 2-Chloro-3-bromo-5-aminopyridine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 120-122 °C
• Refractive Index: 1.648
• Boiling Point: 336.729 °C at 760 mmHg
• PKA: 0.86±0.10(Predicted)
• Flash Point: 157.4 °C
• PSA: 38.91000
• Density: 1.835 g/cm³
• LogP: 2.66090
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-6-chloropyridin-3-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25-41
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Chloro-3-bromo-5-aminopyridine

There total 2 articles about 2-Chloro-3-bromo-5-aminopyridine 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: 92.0%

3-bromo-2-chloro-5-nitropyridine (5470-17-7) → 5-amino-3-bromo-2-chloropyridine (130284-53-6)

Guidance literature:

With hydrogen; In tetrahydrofuran; at 37 ℃; for 18h; under 2250.23 Torr; chemoselective reaction;

DOI:10.1021/jo2015664

Reference yield:

3-bromo-2-hydroxy-5-nitropyridine (15862-33-6) → 5-amino-3-bromo-2-chloropyridine (130284-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / POCl₃, quinoline / 2 h / 120 °C

2: 87 percent / Fe, AcOH / H₂O / 2 h / below 50 deg C

With quinoline; iron; acetic acid; trichlorophosphate; In water;

DOI:10.1055/s-1990-26919

Reference yield: 97.0%

3,4,5,6-tetrahydro-2H-pyran-4-carbaldehyde (50675-18-8) + 5-amino-3-bromo-2-chloropyridine (130284-53-6) → 5-bromo-6-chloro-N-((tetrahydro-2H-pyran-4-yl)methyl)pyridin-3-amine (1378034-59-3)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20 ℃; for 20h;

upstream raw materials:

3-bromo-2-chloro-5-nitropyridine

3-bromo-2-hydroxy-5-nitropyridine

Downstream raw materials:

5-bromo-6-chloropyridin-3-yl acetate

6-chloro-5-[(E)-2-pyridin-4-ylvinyl]pyridin-3-amine

5-bromo-6-chloropyridin-3-ol

5-bromo-6-chloro-N-(3-phenylpropyl)-3-pyridinamine

Refernces

• 1、 Kasparian, Annie J.,Savarin, Cecile,Allgeier, Alan M.,Walker, Shawn D.. "Selective catalytic hydrogenation of nitro groups in the presence of activated heteroaryl halides". experimental part. p. 9841 - 9844. Retrieved 2012/01/06.