2,3-Dichloropyridine-4-boronic acid

Base Information

• Chemical Name: 2,3-Dichloropyridine-4-boronic acid
• CAS No.: 951677-39-7
• Molecular Formula: C5H4BCl2NO2
• Molecular Weight: 191.809
• Hs Code.: 2933399090
• European Community (EC) Number: 677-448-4
• DSSTox Substance ID: DTXSID40392855
• Wikidata: Q72467898
• ChEMBL ID: CHEMBL3236588
• Mol file: 951677-39-7.mol

Synonyms:2,3-Dichloropyridine-4-boronic acid;951677-39-7;2,3-DICHLORO-4-PYRIDINEBORONIC ACID;(2,3-dichloropyridin-4-yl)boronic Acid;MFCD04038756;2,3-Dichloropyridine-4-boronic Acid (contains varying amounts of Anhydride);2,3-dichloro-4-pyridineboronicacid;2,3-Dichloropyridine-4-boronicacid;SCHEMBL4290135;CHEMBL3236588;DTXSID40392855;ABRTZUPJNVJMHP-UHFFFAOYSA-N;BCP21923;2,3-Dichloro-4-pyridylboronic Acid;AKOS005256994;AB17192;AM87490;CS-W010716;GS-6643;AC-33489;BP-10415;SY050456;D5081;FT-0657198;2,3-dichloropyridine-4-boronic acid, AldrichCPR;EN300-7368005;J-506938;2,3-dichloropyridin-4-ylboronic acid;2,3-Dichloropyridine-4-boronic Acid

Chemical Property of 2,3-Dichloropyridine-4-boronic acid

Chemical Property:

• Vapor Pressure: 2.6E-06mmHg at 25°C
• Melting Point: 136-138 °C
• Refractive Index: 1.58
• Boiling Point: 375.683 °C at 760 mmHg
• PKA: 6.27±0.58(Predicted)
• Flash Point: 181.007 °C
• PSA: 53.35000
• Density: 1.567 g/cm³
• LogP: 0.06820
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Soluble in organic solvents.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 190.9712139
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

2,3-Dichloropyridine-4-boronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C(=NC=C1)Cl)Cl)(O)O
• Uses: It is used in HPLC and NMR chromatography. It is involved in several cross-coupling reactions.

Technology Process of 2,3-Dichloropyridine-4-boronic acid

There total 1 articles about 2,3-Dichloropyridine-4-boronic 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: 56.0%

2,3-dichloro-pyridine (2402-77-9) → (2,3-dichloropyridin-4-yl)boronic acid (951677-39-7)

Guidance literature:

2,3-dichloro-pyridine; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 3h;

With Triisopropyl borate; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With hydrogen bromide; In water; pH=6;

DOI:10.1002/ejoc.200701156

Reference yield: 15.0%

2-amino-6-(3-bromophenyl)-3,6-dimethyl-5,6-dihydro-3H-pyrimidin-4-one (883889-24-5) + (2,3-dichloropyridin-4-yl)boronic acid (951677-39-7) → 2-amino-6-[3-(2,3-dichloropyridin-4-yl)phenyl]-3,6-dimethyl-5,6-dihydropyrimidin-4(3H)-one acetate

Guidance literature:

2-amino-6-(3-bromophenyl)-3,6-dimethyl-5,6-dihydro-3H-pyrimidin-4-one; (2,3-dichloropyridin-4-yl)boronic acid; With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; water; at 140 ℃; for 0.166667h; Microwave irradiation;

With ammonium acetate; In water; acetonitrile;

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) + (2,3-dichloropyridin-4-yl)boronic acid (951677-39-7) → 2,3-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1073353-78-2)

Guidance literature:

With magnesium sulfate; In diethyl ether; at 20 ℃; for 16h;

DOI:10.1021/ol400289v

upstream raw materials:

2,3-dichloro-pyridine

Downstream raw materials:

2,3-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Refernces