2,6-Dichloropyridine-4-boronicacid

Base Information

• Chemical Name: 2,6-Dichloropyridine-4-boronicacid
• CAS No.: 1072951-54-2
• Molecular Formula: C5H4BCl2NO2
• Molecular Weight: 191.809
• Hs Code.: 2933399090
• Mol file: 1072951-54-2.mol

Synonyms:(2,6-Dichloropyridin-4-yl)boronic acid;2,6-Dichloropyridine-4-boronic acid;

Chemical Property of 2,6-Dichloropyridine-4-boronicacid

Chemical Property:

• Appearance/Colour: off-white solid
• Boiling Point: 396.783 °C at 760 mmHg
• PKA: 5.57±0.11(Predicted)
• Flash Point: 193.768 °C
• PSA: 53.35000
• Density: 1.567 g/cm³
• LogP: 0.06820
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,6-Dichloropyridine-4-boronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,6-Dichloropyridine-4-boronic is used in preparation of orally bioavailable GPR40 agonists bearing thiophenylpropanoic acid scaffold for diabetes treatment

Technology Process of 2,6-Dichloropyridine-4-boronicacid

There total 1 articles about 2,6-Dichloropyridine-4-boronicacid 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: 74.0%

2,6-dichloro-4-iodopyridine (98027-84-0) → (2,6-dichloropyridin-4-yl)boronic acid (1072951-54-2)

Guidance literature:

2,6-dichloro-4-iodopyridine; With n-butyllithium; In diethyl ether; hexane; at -75 ℃; for 0.5h;

With 2,3-dimethyl-2,3-butane diol; Trimethyl borate; acetic acid; In diethyl ether; hexane; at -75 - 20 ℃;

DOI:10.1016/j.jfluchem.2008.12.006

Reference yield: 45.0%

(2,6-dichloropyridin-4-yl)boronic acid (1072951-54-2) + benzenesulfenyl chloride (931-59-9) → 2,6-dichloro-4-(phenylsulfanyl)pyridine (1393715-68-8)

Guidance literature:

With Pd(2-[2-(benzylthio)phenyliminomethyl]-4-bromophenol-(H))Cl; potassium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 5h; Sealed tube; Inert atmosphere;

DOI:10.1055/s-0033-1340841

Reference yield: 19.0%

(2,6-dichloropyridin-4-yl)boronic acid (1072951-54-2) + ethyl 3-(5-(3-bromobenzyloxy)thiophen-2-yl)propanoate → 3-(5-(3-(2,6-dichloropyridin-4-yl)benzyloxy)thiophen-2-yl)propanoic acid

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; at 100 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b01357

upstream raw materials:

2,6-dichloro-4-iodopyridine

Downstream raw materials:

2,6-dichloro-4-(phenylsulfanyl)pyridine

Refernces

• 1、 Li, Ying,Asadi, Ali,Perrin, David M.. "Hydrolytic stability of nitrogenous-heteroaryltrifluoroborates under aqueous conditions at near neutral pH". experimental part. p. 377 - 382. Retrieved 2009/12/04.