2-Methoxyl-5-pyridineboronic acid pinacol ester

Base Information

• Chemical Name: 2-Methoxyl-5-pyridineboronic acid pinacol ester
• CAS No.: 445264-61-9
• Molecular Formula: C12H18BNO3
• Molecular Weight: 235.091
• Hs Code.: 2934999090
• Mol file: 445264-61-9.mol

Synonyms:2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine;

Chemical Property of 2-Methoxyl-5-pyridineboronic acid pinacol ester

Chemical Property:

• Melting Point: 47-51 °C(lit.)
• Refractive Index: 1.5
• Boiling Point: 321.823 °C at 760 mmHg
• PKA: 3.39±0.12(Predicted)
• Flash Point: 148.433 °C
• PSA: 40.58000
• Density: 1.067 g/cm³
• LogP: 1.38940
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water

Purity/Quality:

98% ^*data from raw suppliers

(2-Methoxypyridin-5-yl)boronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Methoxypyridine-5-boronic acid pinacol ester is used in the design and synthesis of oxazolidinone antibacterial agents. As well, it is used in the synthesis of [3,2-b]pyridines. (2-Methoxypyridin-5-yl)boronic Acid Pinacol Ester is used in the design and synthesis of oxazolidinone antibacterial agents. As well, it is used in the synthesis of [3,2-b]pyridines.

Technology Process of 2-Methoxyl-5-pyridineboronic acid pinacol ester

There total 11 articles about 2-Methoxyl-5-pyridineboronic acid pinacol ester 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: 99.0%

2-methoxy-5-bromopyridine (13472-85-0,1199266-76-6) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 2-methoxy-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)pyridine (445264-61-9)

Guidance literature:

2-methoxy-5-bromopyridine; With n-butyllithium; isopropylmagnesium chloride; In tetrahydrofuran; hexane; at -2 - 0 ℃; for 0.75h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1055/s-0031-1289687

Reference yield: 84.0%

2-methoxy-5-bromopyridine (13472-85-0,1199266-76-6) + bis(pinacol)diborane (73183-34-3) → 2-methoxy-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)pyridine (445264-61-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium acetate; In 1,4-dioxane; at 108 ℃; Inert atmosphere;

Reference yield: 67.5%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 2-methoxy-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)pyridine (445264-61-9)

Guidance literature:

2-methoxy-5-bromopyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at 20 ℃; for 1h;

upstream raw materials:

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-methoxy-5-bromopyridine

2-methoxypyridine

6-methoxy-pyridin-3-ylamine

Downstream raw materials:

6-methoxypyridine-3-ol

2-methoxy-5-(methoxymethoxy)pyridine

2-methoxy-5-(pyridin-2-yl)pyridine

C₂₀H₁₄F₁₃NO₃S

Refernces

• 1、 Dai, Hui-Xiong,Li, Hanyuan,Li, Ling-Jun,Liu, Qi-Sheng,Ma, Biao,Wang, Mei-Ling,Wang, Xing,Wang, Zhen-Yu,Xu, Hui. "Transformations of Aryl Ketones via Ligand-Promoted C?C Bond Activation". supporting information. p. 14388 - 14393. Retrieved 2020/07/06.
• 2、 -. "Phosphoinositide 3-kinase inhibitor with a zinc binding moiety". . . Retrieved 2016/02/26.