2-Chloro-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine

Base Information

• Chemical Name: 2-Chloro-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine
• CAS No.: 452972-11-1
• Molecular Formula: C11H15BClNO2
• Molecular Weight: 239.51
• Hs Code.: 29333999
• European Community (EC) Number: 626-237-5
• DSSTox Substance ID: DTXSID60476863
• Nikkaji Number: J1.702.368C
• Wikidata: Q72458422
• Mol file: 452972-11-1.mol

Synonyms:452972-11-1;2-Chloropyridine-3-boronic acid pinacol ester;2-Chloro-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine;2-Chloro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine;2-CHLORO-3-PYRIDINEBORONIC ACID PINACOL ESTER;2-CHLOROPYRIDINE-3-BORONIC ACID, PINACOL ESTER;MFCD04039873;2-chloro-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine;Pyridine, 2-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;2-Chloropyridin-3-ylboronic acid pinacol ester;(2-CHLOROPYRIDIN-3-YL)BORONIC ACID PINACOL ESTER;DTXSID60476863;XFZFMAUUZHBQSS-UHFFFAOYSA-N;BCP12675;AKOS015960301;AB17426;AS-3114;CS-W000935;AC-26259;SY034521;AM20051190;FT-0660350;2-chloro-3-pyridine boronic acid pinacol ester;A25326;EN300-1706266;2-Chloro-3-pyridineboronic acid pinacol ester, 97%;Z2044787103;2-Chloro-3-(4 pound not4 pound not5 pound not5-tetramethyl-1 pound not3 pound not2-dioxaborolan-2-yl)pyridine;2-Chloro-3-pyridineboronic acid pinacol ester;2-(2-Chloro-3-pyridyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2]dioxaborolan-2-yl)-pyridine;2-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Chemical Property of 2-Chloro-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine

Chemical Property:

• Vapor Pressure: 0.000239mmHg at 25°C
• Melting Point: 34-38 °C
• Refractive Index: 1.505
• Boiling Point: 335.1 °C at 760 mmHg
• PKA: -0.27±0.10(Predicted)
• Flash Point: 156.4 °C
• PSA: 31.35000
• Density: 1.145 g/cm³
• LogP: 2.03420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 239.0884366
• Heavy Atom Count: 16
• Complexity: 257

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-3-[4- ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(N=CC=C2)Cl
• Uses: 2-Chloropyridine-3-boronic acid, pinacol ester

Technology Process of 2-Chloro-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine

There total 4 articles about 2-Chloro-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine 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: 70.0%

3-bromo-2-chloropyridine (52200-48-3) + 2,3-dimethyl-2,3-butane diol (76-09-5) → 2-[(2-chloro)pyridin-3-yl]-4,4',5,5'-tetramethyl-1,3-dioxaborolane (452972-11-1)

Guidance literature:

3-bromo-2-chloropyridine; With n-butyllithium; In diethyl ether; at -78 ℃; for 1h;

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

2,3-dimethyl-2,3-butane diol; With acetic acid; In diethyl ether; at 20 ℃; for 2h;

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

Reference yield: 68.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 2-chloro-3-iodopyridine (78607-36-0) → 2-[(2-chloro)pyridin-3-yl]-4,4',5,5'-tetramethyl-1,3-dioxaborolane (452972-11-1)

Guidance literature:

2-chloro-3-iodopyridine; With n-butyllithium; In diethyl ether; at -78 ℃; for 1h;

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

2,3-dimethyl-2,3-butane diol; With acetic acid; In diethyl ether; at 20 ℃; for 2h;

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

Reference yield: 65.0%

2-chloropyridine (109-09-1) + 2,3-dimethyl-2,3-butane diol (76-09-5) → 2-[(2-chloro)pyridin-3-yl]-4,4',5,5'-tetramethyl-1,3-dioxaborolane (452972-11-1)

Guidance literature:

2-chloropyridine; With lithium diisopropyl amide; In diethyl ether; at -60 ℃; for 0.75h;

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

2,3-dimethyl-2,3-butane diol; With acetic acid; In diethyl ether; at 20 ℃; for 2h;

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

upstream raw materials:

2-chloropyridine

2,3-dimethyl-2,3-butane diol

3-bromo-2-chloropyridine

2-chloro-3-iodopyridine

Downstream raw materials:

(R)-2-chloro-3-(1-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl)pyridine

(S)-1-(2-chloropyridin-3-yl)-1-phenylethanol

(R)-2-chloro-3-(1-phenylethyl)pyridine

3-[4(trifluoromethoxy)phenoxy]pyridin-2(1H)-one

Refernces

• 1、 Bouillon, Alexandre,Lancelot, Jean-Charles,Collot, Valerie,Bovy, Philippe R.,Rault, Sylvain. "Synthesis of novel halopyridinylboronic acids and esters. Part 2: 2,4, or 5-Halopyridin-3-yl-boronic acids and esters". . p. 3323 - 3328. Retrieved 2007/10/03.