2-Chloropyridine-5-boronic acid

Base Information

• Chemical Name: 2-Chloropyridine-5-boronic acid
• CAS No.: 444120-91-6
• Molecular Formula: C5H5BClNO2
• Molecular Weight: 157.364
• Hs Code.: 29349990
• European Community (EC) Number: 628-524-0
• DSSTox Substance ID: DTXSID90397214
• Nikkaji Number: J1.720.050J
• Wikidata: Q72458404
• ChEMBL ID: CHEMBL3236617
• Mol file: 444120-91-6.mol

Synonyms:2-Chloropyridine-5-boronic acid;444120-91-6;(6-chloropyridin-3-yl)boronic Acid;2-Chloro-5-pyridineboronic acid;6-chloropyridin-3-ylboronic acid;6-chloro-3-pyridinylboronic acid;2-chloro-pyridine-5-boronic acid;6-Chloro-3-pyridylboronic Acid;MFCD03094998;6-CHLOROPYRIDINE-3-BORONIC ACID;2-chloropyridin-5-ylboronic acid;2-chloro-5-pyridine boronic acid;BORONIC ACID, (6-CHLORO-3-PYRIDINYL)-;2-chloro-5-pyridylboronic acid;6-chloropyridin-3-yl-3-boronic acid;6-CHLORO-3-PYRIDINEBORONIC ACID;SCHEMBL145209;2-chlorpyridine-5-boronic acid;CHEMBL3236617;6-chloro-3-pyridyl boronic acid;DTXSID90397214;2-chloro-5-pyridine-boronic acid;6-chloro-3-pyridine boronic acid;6-chloro-pyridine-3-boronic acid;WPAPNCXMYWRTTL-UHFFFAOYSA-N;6-chloro-3-pyridinyl-boronic acid;6-chloro-pyridin-3-ylboronic acid;(6-chloropyridin-3-yl)boronicAcid;BCP22993;(6-chloro-3-pyridinyl)boronic acid;6-chloro-pyridin-3-yl-boronic acid;6-chloro-pyridine-3-yl-boronic acid;BBL101283;STL555079;AKOS004116433;AB13412;AC-6994;CS-W019734;GS-6573;BP-12748;SY005490;A7048;AM20051184;C2288;FT-0644684;6-Chloro-3-pyridinylboronic acid, >=95.0%;EN300-86105;J-501673;Z1255431678

Chemical Property of 2-Chloropyridine-5-boronic acid

Chemical Property:

• Vapor Pressure: 4.27E-05mmHg at 25°C
• Melting Point: 165 °C
• Refractive Index: 1.559
• Boiling Point: 336.9 °C at 760 mmHg
• PKA: 6.70±0.10(Predicted)
• Flash Point: 157.5 °C
• PSA: 53.35000
• Density: 1.41 g/cm³
• LogP: -0.58520
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• 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:

99% ^*data from raw suppliers

2-Chloropyridine-5-boronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-22
• Safety Statements: 26-36/37-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CN=C(C=C1)Cl)(O)O
• Uses: 6-Chloro-3-pyridinylboronic acid can be used:To prepare biologically significant 3-arylcoumarins by reacting with 3-chlorocoumarin through Suzuki reaction.As a substrate in the synthesis of 11-(pyridinylphenyl)steroid with progesterone agonist/antagonist profile.As a substrate in the preparation of α- secondary and tertiary pyridines by the reaction of pyridotriazoles with boronic acids.As a substrate in the palladium-catalyzed α-arylation of saturated cyclic amines and N-methyl amines.

Technology Process of 2-Chloropyridine-5-boronic acid

There total 8 articles about 2-Chloropyridine-5-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: 87.0%

5-bromo-2-chloropyridine (53939-30-3) → 6-chloropyridin-3-ylboronic acid (444120-91-6)

Guidance literature:

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

DOI:10.1016/S0040-4020(02)00152-7

Reference yield: 60.0%

→ 6-chloropyridin-3-ylboronic acid (444120-91-6)

Guidance literature:

Reference yield: 55.0%

2-choro-5-iodopyridine (69045-79-0) → 6-chloropyridin-3-ylboronic acid (444120-91-6)

Guidance literature:

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

DOI:10.1016/S0040-4020(02)00152-7

upstream raw materials:

2,5 dichloropyridine

5-bromo-2-chloropyridine

2-choro-5-iodopyridine

5-bromo-2-pyridylamine

Downstream raw materials:

C₁₁H₈⁽¹⁸⁾FN

2-chloro-5-phenylpyridine

(S)-4-(6-chloropyridin-3-yl)benzyl 2-(((S)-3-amino-1-cyano-3-oxopropyl)carbamoyl)pyrrolidine-1-carboxylate

C₁₈H₁₆ClN₃S

Refernces

• 1、 -. "HETEROCYCLIC DERIVATIVES AND THEIR USE AS THERAPEUTIC AGENTS". Page/Page column 48. . Retrieved 2010/10/20.
• 2、 -. "SYNTHETIC COMPOUNDS AND DERIVATIVES AS MODULATORS OF SMOKING OR NICOTINE INGESTION AND LUNG CANCER". Page/Page column 93. . Retrieved 2010/02/12.