2-Chloroquinoline-3-boronic acid

Base Information

• Chemical Name: 2-Chloroquinoline-3-boronic acid
• CAS No.: 128676-84-6
• Molecular Formula: C9H7BClNO2
• Molecular Weight: 207.424
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID90400737
• Nikkaji Number: J277.190J
• Wikidata: Q72459286
• Mol file: 128676-84-6.mol

Synonyms:2-Chloroquinoline-3-boronic acid;128676-84-6;(2-chloroquinolin-3-yl)boronic Acid;2-Chloroquinolin-3-boronic acid;2-Chloroquinolin-3-ylboronic acid;2-Chloro-3-quinolineboronic acid;2-Chloroquinoline-3-boronicacid;2-chloroquinolin-3-yl-3-boronic acid;2-Chloro-3-boronoquinoline;SCHEMBL115832;DTXSID90400737;JAQXYUOPSOXQCG-UHFFFAOYSA-N;AMY17915;(2-chloro-3-quinolinyl)boronic acid;MFCD01114675;AKOS004116513;AB08332;PS-9609;(2-chloranylquinolin-3-yl)boronic acid;(2-chloro-quinolin-3-yl)-boronic acid;2-Chloro-3-quinolineboronic acid, >=95%;Boronic acid, B-(2-chloro-3-quinolinyl)-;FT-0643095;A22968;A805856;J-509173;F0001-2426

Chemical Property of 2-Chloroquinoline-3-boronic acid

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 5.06E-08mmHg at 25°C
• Melting Point: 144-147℃
• Refractive Index: 1.657
• Boiling Point: 426.177 °C at 760 mmHg
• PKA: 5.62±0.30(Predicted)
• Flash Point: 211.544 °C
• PSA: 53.35000
• Density: 1.428 g/cm³
• LogP: 0.56800
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 207.0258363
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

98% ^*data from raw suppliers

2-Chloroquinoline-3-boronicacid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC2=CC=CC=C2N=C1Cl)(O)O

Technology Process of 2-Chloroquinoline-3-boronic acid

There total 3 articles about 2-Chloroquinoline-3-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: 77.0%

2-Chloroquinoline (612-62-4) + Triisopropyl borate (5419-55-6) + water (7732-18-5) → (2-chloroquinolin-3-yl)boronic acid (128676-84-6)

Guidance literature:

2-Chloroquinoline; With lithium diisopropyl amide; In tetrahydrofuran; at -40 ℃; for 1.5h; Inert atmosphere;

Triisopropyl borate; In tetrahydrofuran; for 2h; Inert atmosphere;

water; With hydrogenchloride; Solvent; Reagent/catalyst; Temperature; Inert atmosphere;

Reference yield: 73.0%

2-Chloroquinoline (612-62-4) + Trimethyl borate (121-43-7,63156-11-6) + water (7732-18-5) → (2-chloroquinolin-3-yl)boronic acid (128676-84-6)

Guidance literature:

2-Chloroquinoline; With lithium diisopropyl amide; In diethyl ether; at -40 ℃; for 1.5h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; for 2h; Inert atmosphere;

water; With hydrogenchloride; Inert atmosphere;

Reference yield: 51.0%

2-Chloroquinoline (612-62-4) + boric acid tributyl ester (688-74-4) + water (7732-18-5) → (2-chloroquinolin-3-yl)boronic acid (128676-84-6)

Guidance literature:

2-Chloroquinoline; With sec.-butyllithium; In tetrahydrofuran; at -60 ℃; for 1.5h; Inert atmosphere;

boric acid tributyl ester; In tetrahydrofuran; for 2h; Inert atmosphere;

water; With hydrogenchloride; Reagent/catalyst; Temperature; Inert atmosphere;

upstream raw materials:

2-Chloroquinoline

Triisopropyl borate

water

boric acid tributyl ester

Downstream raw materials:

2-chloro-3-aminoquinoline

4-benzyl-3H-pyrrolo[2,3-c]quinoline

4-(2-chloroquinolin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine

3-hydroxy-2-chloroquinoline

Refernces