2-(N-Methylaminocarbonyl)-5-pyridineboronic acid pincol ester

Base Information

• Chemical Name: 2-(N-Methylaminocarbonyl)-5-pyridineboronic acid pincol ester
• CAS No.: 945863-21-8
• Molecular Formula: C13H19BN2O3
• Molecular Weight: 262.116
• Hs Code.: 2933399990
• Mol file: 945863-21-8.mol

Synonyms:N-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxamide

Chemical Property of 2-(N-Methylaminocarbonyl)-5-pyridineboronic acid pincol ester

Chemical Property:

• Melting Point: 113-115℃
• Boiling Point: 427.7±30.0 °C(Predicted)
• PKA: 14.25±0.46(Predicted)
• PSA: 60.45000
• Density: 1.11±0.1 g/cm3(Predicted)
• LogP: 1.13130
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

97% ^*data from raw suppliers

2-N-Methylaminecarbonyl-5-pyridineboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-(Methylcarbamoyl)pyridine-5-boronic acid pinacol ester is used as pharmaceutical intermediate.

Technology Process of 2-(N-Methylaminocarbonyl)-5-pyridineboronic acid pincol ester

There total 2 articles about 2-(N-Methylaminocarbonyl)-5-pyridineboronic acid pincol 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: 53.0%

→ N-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxamide (945863-21-8)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 80 ℃; for 12h; Inert atmosphere;

Reference yield:

5-bromo-2-(N-methylaminocarbonyl)pyridine (845305-87-5) + bis(pinacol)diborane (73183-34-3) → N-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxamide (945863-21-8)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 110 ℃; for 1h; Inert atmosphere; Microwave irradiation;

Reference yield: 74.5%

1-(4-bromo-2-fluorophenyl)piperidin-3-yl-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate + N-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxamide (945863-21-8) → 1-{2-fluoro-4-6-[(methylamino)carbonyl]pyridin-3-ylphenyl}piperidin-3-yI-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxyIate

Guidance literature:

With potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In N,N-dimethyl-formamide; at 120 ℃; for 4.08333h;

upstream raw materials:

5-bromo-2-(N-methylaminocarbonyl)pyridine

bis(pinacol)diborane

Downstream raw materials:

5-{2-fluoro-4-[3-(1-quinolin-6-ylcyclopropyl)imidazo[1,2-a]pyrimidin-6-yl]phenyl}-N-methylpyridine-2-carboxamide

N-methyl-5-{4-[7-(1-quinolin-6-ylcyclopropyl)imidazo[1,2-b][1,2,4]triazin-2-yl]phenyl}pyridine-2-carboxamide

5-3-fluoro-4-[(5S)-2-(cis-4-hydroxycyclohexyl)-1-oxo-2,7-diazaspiro[4.5]dec-7-yl]phenyl-N-methylpyridine-2-carboxamide

C₂₃H₂₆F₂N₄O₃S

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