(5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)MethanaMine hydrochloride

Base Information

• Chemical Name: (5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)MethanaMine hydrochloride
• CAS No.: 880495-82-9
• Molecular Formula: C12H20BClN2O2
• Molecular Weight: 270.5634
• Hs Code.: 2934999090
• Mol file: 880495-82-9.mol

Synonyms:(5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)MethanaMine hydrochloride;(5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)MethanaMine;6-(Aminomethyl)pyridine-3-boronic acid pinacol ester;5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2-PYRIDINEMETHANAMINE

Chemical Property of (5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)MethanaMine hydrochloride

Chemical Property:

• PSA: 57.37000
• LogP: 1.53980
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

97% ^*data from raw suppliers

(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)methanamine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)MethanaMine hydrochloride

There total 3 articles about (5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)MethanaMine hydrochloride 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: 100.0%

2-cyanopyridine-5-boronic acid pinacol ester (741709-63-7) → C-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-yl]-methylamine (880495-82-9)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; at 20 ℃; for 16h;

DOI:10.1016/j.bmcl.2005.11.064

Reference yield:

5-bromo-pyridine-2-carbaldehyde (31181-90-5) → C-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-yl]-methylamine (880495-82-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / I₂; aq. NH₃ / tetrahydrofuran / 4 h / 20 °C

2: 64 percent / PdCl₂(dppf); KOAc / dimethylsulfoxide / 25 h / 80 °C

3: 100 percent / H₂; acetic acid / Pd/C / 16 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; ammonium hydroxide; hydrogen; iodine; potassium acetate; acetic acid; palladium on activated charcoal; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1016/j.bmcl.2005.11.064

Reference yield:

2-Cyano-5-bromopyridine (97483-77-7) → C-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-yl]-methylamine (880495-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / PdCl₂(dppf); KOAc / dimethylsulfoxide / 25 h / 80 °C

2: 100 percent / H₂; acetic acid / Pd/C / 16 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; hydrogen; potassium acetate; acetic acid; palladium on activated charcoal; In dimethyl sulfoxide;

DOI:10.1016/j.bmcl.2005.11.064

upstream raw materials:

2-cyanopyridine-5-boronic acid pinacol ester

5-bromo-pyridine-2-carbaldehyde

2-Cyano-5-bromopyridine

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