2-Amino-3-(trifluoromethyl)pyridine-5-boronic acid pinacol ester

Base Information

• Chemical Name: 2-Amino-3-(trifluoromethyl)pyridine-5-boronic acid pinacol ester
• CAS No.: 947249-01-6
• Molecular Formula: C12H16BF3N2O2
• Molecular Weight: 288.077
• Hs Code.: 2934999090
• Mol file: 947249-01-6.mol

Synonyms:5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-trifluoromethyl)pyridin-2-amine;

Chemical Property of 2-Amino-3-(trifluoromethyl)pyridine-5-boronic acid pinacol ester

Chemical Property:

• Melting Point: 132-134℃
• Boiling Point: 359.1±42.0 °C(Predicted)
• PKA: 4.31±0.50(Predicted)
• PSA: 57.37000
• Density: 1.23
• LogP: 2.56300
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98% ^*data from raw suppliers

2-Amino-3-(trifluoromethyl)pyridine-5-boronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Amino-3-(trifluoromethyl)pyridine-5-boronic acid pinacol ester

There total 3 articles about 2-Amino-3-(trifluoromethyl)pyridine-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: 97.47%

5-bromo-3-(trifluoromethyl)pyridin-2-amine (79456-34-1) + bis(pinacol)diborane (73183-34-3) → 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3-trifluoromethyl-pyridin-2-ylamine (947249-01-6)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 25 - 100 ℃;

Reference yield:

2-amino-3-trifluoromethylpyridine (183610-70-0) → 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3-trifluoromethyl-pyridin-2-ylamine (947249-01-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / acetonitrile / 6 h / Darkness

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / N,N-dimethyl-formamide / 2 h / 150 °C / Inert atmosphere

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

DOI:10.1016/j.bmcl.2013.06.010

Reference yield:

→ 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3-trifluoromethyl-pyridin-2-ylamine (947249-01-6)

Guidance literature:

upstream raw materials:

5-bromo-3-(trifluoromethyl)pyridin-2-amine

bis(pinacol)diborane

2-amino-3-trifluoromethylpyridine

Downstream raw materials:

C₂₀H₁₆F₃N₅O₂

(2-{4-[3-(6-amino-5-trifluoromethyl-pyridin-3-yl)-2-methyl-imidazo[1,2-b]pyridazin-6-yl]-2-methoxy-phenoxy}-ethyl)-carbamic acid tert-butylester

3-[5-(6-amino-5-trifluoromethyl-pyridin-3-yl)-imidazo[2,1-b][1,3,4]thiadiazol-2-yl]-benzamide

5-[2-(3,4-dimethoxy-phenyl)-6-methyl-imidazo[2,1-b][1,3,4]thiadiazol-5-yl]-3-trifluoromethyl-pyridin-2-ylamine

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