2-(2-Methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine

Base Information

• Chemical Name: 2-(2-Methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine
• CAS No.: 1056039-83-8
• Molecular Formula: C13H18BN5O2
• Molecular Weight: 287.129
• Hs Code.: 2931900090
• Mol file: 1056039-83-8.mol

Synonyms:2-(2-Methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine;Tedizolid intermediate H;2-(2-Methyl-2H-tetrazol-5-yl)pyridine-5-boronic acid pinacol ester;Pyridine, 2-(2-methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

Chemical Property of 2-(2-Methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine

Chemical Property:

• Boiling Point: 450.6±55.0 °C(Predicted)
• PKA: 1.13±0.10(Predicted)
• PSA: 74.95000
• Density: 1.24±0.1 g/cm3(Predicted)
• LogP: 0.57130
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99.00% ^*data from raw suppliers

2-(2-Methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-(2-Methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine has been used to investigate torezolid -based antibacterial agent.

Technology Process of 2-(2-Methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine

There total 4 articles about 2-(2-Methyl-2H-tetrazol-5-yl)-5-(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: 86.3%

bis(pinacol)diborane (73183-34-3) + 5-bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine (380380-64-3) → 2-(2-methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1056039-83-8)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 80 ℃; for 3h; Sealed tube; Inert atmosphere;

DOI:10.1248/cpb.c14-00757

Reference yield:

bis(pinacol)diborane (73183-34-3) + 2-(1-methyl-1,2,3,4-tetrazol-5-yl)-5-bromopyridine (380380-63-2) → 2-(2-methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1056039-83-8)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In dimethyl sulfoxide; at 80 ℃;

Reference yield:

5-bromo-2-(2H-tetrazol-5-yl)pyridine (380380-60-9) → 2-(2-methyl-2H-tetrazol-5-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1056039-83-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / N,N-dimethyl-formamide / 3 h / 20 °C

1.2: 2 h / 0 - 20 °C

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / dimethyl sulfoxide / 2 h / 80 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; sodium hydroxide; In dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201600033

upstream raw materials:

bis(pinacol)diborane

5-bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine

2-(1-methyl-1,2,3,4-tetrazol-5-yl)-5-bromopyridine

5-bromo-2-(2H-tetrazol-5-yl)pyridine

Downstream raw materials:

C₂₂H₂₃F₂N₇O₄

(5R)-3-{3-fluoro-4-[6-(2-methyl-2H-tetrazol-5-yl)pyridra-3-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazoiidin-2-one

C₁₉H₁₅F₂N₉O₂

3-fluoro-4-(6-(2-methyl-2H-tetrazole-5-yl)pyridin-3-yl)phenyl-carbamic acid benzylester

Refernces

• 1、 -. "Preparation method of tedizolid phosphate". Paragraph 0027; 0108; 0112; 0113. . Retrieved 2021/03/18.
• 2、 -. "One-pot synthesized tedizolid". Paragraph 0007; 0014; 0015; 0016; 0117; 0018; 0019-0022. . Retrieved 2018/03/01.