N-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)methanesulfonamide

Base Information

• Chemical Name: N-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)methanesulfonamide
• CAS No.: 1201643-71-1
• Molecular Formula: C12H19BN2O4S
• Molecular Weight: 298.171
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID00693198
• Wikidata: Q82622222
• Mol file: 1201643-71-1.mol

Synonyms:1201643-71-1;N-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)methanesulfonamide;N-[5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]methanesulfonamide;5-METHANESULFONYLAMINO-PYRIDINE-3-BORONIC ACID PINACOL ESTER;N-[5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDIN-3-YL]METHANSULFONAMIDE;SCHEMBL1558834;DTXSID00693198;BYB64371;MFCD16039238;AKOS016007561;MB14835;AS-48215;FT-0724575;F19794;J-523088;5-Methanesulfonylamino-pyridine-3-boronic acid, pinacol ester;5-(METHYLSULFONAMIDO)PYRIDINE-3-BORONIC ACID PINACOL ESTER;N-(5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridin-3-yl)methanesulfonamide;N-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridin-3-yl)methanesulfonamide;N-[5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]methansulphonamide

Chemical Property of N-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)methanesulfonamide

Chemical Property:

• PSA: 85.90000
• LogP: 1.90610
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 298.1158584
• Heavy Atom Count: 20
• Complexity: 445

Purity/Quality:

97% ^*data from raw suppliers

N-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)methanesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CN=C2)NS(=O)(=O)C

Technology Process of N-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)methanesulfonamide

There total 2 articles about N-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)methanesulfonamide 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:

N-(5-bromopyridin-3-yl)methanesulfonamide (1083326-18-4) + bis(pinacol)diborane (73183-34-3) → N-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)methanesulfonamide (1201643-71-1)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate; In 1,4-dioxane; at 115 ℃; Inert atmosphere;

Reference yield:

3-amino-5-bromopyridine (13535-01-8) → N-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)methanesulfonamide (1201643-71-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane; pyridine / 10 - 35 °C / Cooling with ice

2: sodium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 115 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate; In 1,4-dioxane; pyridine; dichloromethane;

Reference yield: 85.0%

6-bromo-N-(3-chloro-4-fluorophenyl)-4-quinazolinamine (195457-61-5) + N-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)methanesulfonamide (1201643-71-1) → N-(5-(4-((3-chloro-4-fluorophenyl)amino)quinazolin-6-yl)pyridin-3-yl)methanesulfonamide

Guidance literature:

With potassium carbonate; In ethanol; water; at 125 ℃; for 1h; Inert atmosphere; Microwave irradiation;

upstream raw materials:

N-(5-bromopyridin-3-yl)methanesulfonamide

bis(pinacol)diborane

3-amino-5-bromopyridine