3-Pyridinecarboxylic acid, 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester

Base Information

• Chemical Name: 3-Pyridinecarboxylic acid, 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester
• CAS No.: 947249-44-7
• Molecular Formula: C13H19BN2O4
• Molecular Weight: 278.116
• Hs Code.: 2934999090
• Mol file: 947249-44-7.mol

Synonyms:Methyl 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate;

Chemical Property of 3-Pyridinecarboxylic acid, 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester

Chemical Property:

• PSA: 83.67000
• LogP: 1.33080
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

Methyl2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate 95+% ^*data from reagent suppliers

Safty Information:

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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Pyridinecarboxylic acid, 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester

There total 1 articles about 3-Pyridinecarboxylic acid, 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl 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: 49.8%

methyl 2-amino-5-bromopyridine-3-carboxylate (50735-34-7) + bis(pinacol)diborane (73183-34-3) → methyl 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate (947249-44-7)

Guidance literature:

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

Reference yield: 79.0%

methyl 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate (947249-44-7) + C14H20BrNO → C21H27N3O3

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In 1,4-dioxane; water; at 90 ℃; Inert atmosphere;

Reference yield:

methyl 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate (947249-44-7) + (1R,5S)-1-(4-bromophenyl)-3-(tetrahydro-2H-pyran-4-yl)-3-azabicyclo[3.1.0]hexan-3-ium chloride → methyl 2-amino-5-(4-((1R,5S)-3-(tetrahydro-2H-pyran-4-yl)-3-azabicyclo[3.1.0]hexan-yl)phenyl)nicotinate dihydrochloride

Guidance literature:

(1R,5S)-1-(4-bromophenyl)-3-(tetrahydro-2H-pyran-4-yl)-3-azabicyclo[3.1.0]hexan-3-ium chloride; With potassium carbonate; In ethyl acetate; for 0.5h;

methyl 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate; With potassium carbonate; In tert-Amyl alcohol; at 50 ℃; for 1h; Inert atmosphere;

With [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); In tert-Amyl alcohol; at 70 ℃; for 2h;

upstream raw materials:

methyl 2-amino-5-bromopyridine-3-carboxylate

bis(pinacol)diborane

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