4-Chloropyridin-3-ylboronic acid

Base Information

• Chemical Name: 4-Chloropyridin-3-ylboronic acid
• CAS No.: 452972-10-0
• Molecular Formula: C5H5BClNO2
• Molecular Weight: 157.36
• Hs Code.: 29333999
• European Community (EC) Number: 692-587-0
• DSSTox Substance ID: DTXSID00476862
• Nikkaji Number: J1.702.374H
• Wikidata: Q72458410
• Mol file: 452972-10-0.mol

Synonyms:452972-10-0;4-Chloropyridin-3-ylboronic acid;4-CHLOROPYRIDINE-3-BORONIC ACID;(4-Chloropyridin-3-yl)boronic acid;(4-Chloro-3-pyridyl)boronic acid;MFCD06801679;4-chloro-3-pyridine boronic acid;4-CHLORO3-PYRIDYLBORONIC ACID;Boronic acid, (4-chloro-3-pyridinyl)-;(4-chloro-3-pyridinyl)boronic acid;(4-chloranylpyridin-3-yl)boronic acid;4-Chloropyridine-3-boronicacid;SCHEMBL2175515;DTXSID00476862;IMEPMEDDZNANPY-UHFFFAOYSA-N;AMY18450;AKOS004119279;AB30062;FD10058;AS-48786;SY255224;FT-0646235;EN300-191085;A826765

Chemical Property of 4-Chloropyridin-3-ylboronic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.559
• Boiling Point: 333.983 °C at 760 mmHg
• Flash Point: 155.788 °C
• PSA: 53.35000
• Density: 1.41 g/cm³
• LogP: -0.58520
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 157.0101863
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

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

4-Chloropyridine-3-boronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B(C1=C(C=CN=C1)Cl)(O)O

Technology Process of 4-Chloropyridin-3-ylboronic acid

There total 2 articles about 4-Chloropyridin-3-ylboronic acid 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: 43.0%

4-Chloropyridine (626-61-9) → (4-chloropyridin-3-yl)boronic acid (452972-10-0)

Guidance literature:

4-Chloropyridine; With lithium diisopropyl amide; In diethyl ether; at -60 ℃; for 0.75h;

With Triisopropyl borate; In diethyl ether; at -60 - 20 ℃;

With sodium hydroxide; In diethyl ether; at 20 ℃;

DOI:10.1016/S0040-4020(02)00283-1

Reference yield: 25.0%

3-bromo-4-chloropyridine (36953-42-1) → (4-chloropyridin-3-yl)boronic acid (452972-10-0)

Guidance literature:

3-bromo-4-chloropyridine; With n-butyllithium; In diethyl ether; at -78 ℃; for 1h;

With Triisopropyl borate; In diethyl ether; at -78 - 20 ℃;

With sodium hydroxide; In diethyl ether; at 20 ℃;

DOI:10.1016/S0040-4020(02)00283-1

Reference yield: 56.0%

C28H28BrN3O5 (1147077-78-8) + (4-chloropyridin-3-yl)boronic acid (452972-10-0) → 2-amino-8-((4-chloropyridin-3-yl)methyl)-4-phenyl-5H-indeno-[1,2-d]pyrimidin-5-one di-hydrochloride

Guidance literature:

C₂₈H₂₈BrN₃O₅; (4-chloropyridin-3-yl)boronic acid; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; water; at 120 ℃; Microwave irradiation;

With hydrogenchloride; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jm201640m

upstream raw materials:

4-Chloropyridine

3-bromo-4-chloropyridine

Downstream raw materials:

4-chloro-3-hydroxypyridine

(±)-2-{3-(4-chloro-3-pyridyl)phenyl}-1,4-dioxaspiro[4.5]deca-6,9-dien-8-one

(±)-2-{4-(4-chloro-3-pyridyl)phenyl}-1,4-dioxaspiro[4.5]deca-6,9-dien-8-one

Refernces