6'-METHOXY-[2,3']BIPYRIDINYL-5-YLAMINE

Base Information

• Chemical Name: 6'-METHOXY-[2,3']BIPYRIDINYL-5-YLAMINE
• CAS No.: 835876-08-9
• Molecular Formula: C11H11N3O
• Molecular Weight: 201.22500
• Mol file: 835876-08-9.mol

Synonyms:6'-methoxy-[2,3'-bipyridin]-5-amine;6'-Methoxy-[2,3']bipyridinyl-5-ylamine;6'-methoxy[2,3']bipyridin-5-ylamine;

Chemical Property of 6'-METHOXY-[2,3']BIPYRIDINYL-5-YLAMINE

Chemical Property:

• Melting Point: 147 - 147.7 °C (toluene)
• Boiling Point: 379.2±42.0 °C(Predicted)
• PKA: 2.78±0.29(Predicted)
• PSA: 61.03000
• Density: 1.201±0.06 g/cm3(Predicted)
• LogP: 2.31560

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6'-METHOXY-[2,3']BIPYRIDINYL-5-YLAMINE

There total 3 articles about 6'-METHOXY-[2,3']BIPYRIDINYL-5-YLAMINE 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: 95.0%

6-Chloro-pyridin-3-ylamine (5350-93-6) + 2-methoxy-pyridine-5-boronic acid (163105-89-3,600726-67-8) → 6'-methoxy[2,3']bipyridin-5-ylamine (835876-08-9)

Guidance literature:

With potassium phosphate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tricyclohexylphosphine; In 1,4-dioxane; water; at 100 ℃; for 18h;

DOI:10.1002/anie.200503479

Reference yield: 40.0%

6-Chloro-pyridin-3-ylamine (5350-93-6) + 2-methoxy-pyridine-5-boronic acid (163105-89-3,600726-67-8) → 6,6′-dimethoxy-3,3′-bipyridine (95881-82-6) + 6'-methoxy[2,3']bipyridin-5-ylamine (835876-08-9)

Guidance literature:

With sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; water; for 8h; Heating;

DOI:10.1021/jo0402226

Reference yield:

2-methoxy-5-bromopyridine (13472-85-0,1199266-76-6) → 6'-methoxy[2,3']bipyridin-5-ylamine (835876-08-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C

1.2: 65 percent / triisopropyl borate / diethyl ether; hexane / 1 h / -78 °C

2.1: 40 percent / sodium carbonate / bis(triphenylphosphine)palladium dichloride / dioxane; H₂O / 8 h / Heating

With n-butyllithium; sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; diethyl ether; hexane; water; 2.1: Suzuki cross-coupling;

DOI:10.1021/jo0402226

upstream raw materials:

6-Chloro-pyridin-3-ylamine

2-methoxy-pyridine-5-boronic acid

2-methoxy-5-bromopyridine