1-Methyl-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole

Base Information

• Chemical Name: 1-Methyl-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole
• CAS No.: 1362243-56-8
• Molecular Formula: C13H18BN3O2
• Molecular Weight: 259.11192
• Mol file: 1362243-56-8.mol

Synonyms:1-Methyl-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole

Chemical Property of 1-Methyl-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole

Chemical Property:

• Boiling Point: 409.0±18.0 °C(Predicted)
• PKA: 1.41±0.30(Predicted)
• PSA: 49.17000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 1.26750

Purity/Quality:

NLT 98% ^*data from raw suppliers

1-methyl-6-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-1,2,3-benzotriazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Methyl-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole

There total 3 articles about 1-Methyl-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole 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:

6-bromo-1-methyl-1H-1,2,3-benzotriazole (1083181-43-4) + bis(pinacol)diborane (73183-34-3) → 1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole (1362243-56-8)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 90 ℃; Inert atmosphere;

Reference yield:

5-bromo-1H-benzotriazole (32046-62-1) + bis(pinacol)diborane (73183-34-3) + methyl iodide (74-88-4) → 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole (1396753-41-5) + 1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole (1362243-56-8) + 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-benzo[d][1,2,3]triazole

Guidance literature:

5-bromo-1H-benzotriazole; With sodium hydride; In N,N-dimethyl-formamide; for 0.5h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; for 3h;

bis(pinacol)diborane; With potassium acetate; Inert atmosphere; Heating;

Reference yield:

5-bromo-1H-benzotriazole (32046-62-1) → 1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole (1362243-56-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium iodide; potassium carbonate / acetone / 48.25 h / 20 °C / Inert atmosphere; Cooling with ice

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 90 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; potassium carbonate; potassium iodide; In 1,4-dioxane; acetone;

upstream raw materials:

6-bromo-1-methyl-1H-1,2,3-benzotriazole

bis(pinacol)diborane

5-bromo-1H-benzotriazole

methyl iodide

Refernces

• 1、 -. "3-(1H-PYRAZOL-4-YL)PYRIDINE ALLOSTERIC MODULATORS OF THE M4 MUSCARINIC ACETYLCHOLINE RECEPTOR". Page/Page column 70-73; 77. . Retrieved 2019/01/16.