2,3-Dimethoxypyridine-5-boronic acid,pinacol ester

Base Information

• Chemical Name: 2,3-Dimethoxypyridine-5-boronic acid,pinacol ester
• CAS No.: 1083168-92-6
• Molecular Formula: C13H20BNO4
• Molecular Weight: 265.117
• Hs Code.: 2934999090
• Mol file: 1083168-92-6.mol

Synonyms:2,3-Dimethoxypyridine-5-boronic acid,pinacol ester

Chemical Property of 2,3-Dimethoxypyridine-5-boronic acid,pinacol ester

Chemical Property:

• PSA: 49.81000
• LogP: 1.39800

Purity/Quality:

97% ^*data from raw suppliers

2,3-Dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3-Dimethoxypyridine-5-boronic acid,pinacol ester

There total 2 articles about 2,3-Dimethoxypyridine-5-boronic 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: 88.0%

5-bromo-2,3-dimethoxypyridine (52605-98-8) + bis(pinacol)diborane (73183-34-3) → 2,3-dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1083168-92-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 90 ℃; Inert atmosphere;

DOI:10.1002/chem.202102112

Reference yield:

2,3-dimethoxypyridine (52605-97-7) → 2,3-dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1083168-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate; bromine / dichloromethane / 2.17 h / 0 - 20 °C

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 90 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; bromine; potassium acetate; sodium hydrogencarbonate; In 1,4-dioxane; dichloromethane;

DOI:10.1002/chem.202102112

Reference yield: 71.0%

2,3-dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1083168-92-6) + 3-chloro-6-(2,6-dichloro-4-iodophenoxy)-4-isopropylpyridazine → 3-chloro-6-(2,6-dichloro-4-(5,6-dimethoxypyridin-3-yl)phenoxy)-4-isopropylpyridazine

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; N,N-dimethyl-formamide; at 110 ℃; for 3h;

upstream raw materials:

5-bromo-2,3-dimethoxypyridine

bis(pinacol)diborane

2,3-dimethoxypyridine

Downstream raw materials:

methyl 4-(5,6-dimethoxy-3-pyridyl)-2,6-dimethylbenzoate

methyl 2-chloro-4-(5,6-dimethoxy-3-pyridyl)-6-methylbenzoate

C₁₆H₁₅BrClNO₄

methyl 2-(bromomethyl)-4-(5,6-dimethoxy-3-pyridyl)-6-methylbenzoate