N-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonamide

Base Information

• Chemical Name: N-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonamide
• CAS No.: 616880-14-9
• Molecular Formula: C13H20BNO4S
• Molecular Weight: 297.183
• Hs Code.: 2935009090
• European Community (EC) Number: 627-345-5
• DSSTox Substance ID: DTXSID20584473
• Wikidata: Q82476142
• Mol file: 616880-14-9.mol

Synonyms:616880-14-9;N-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonamide;4-METHANESULFONYLAMINOPHENYLBORONIC ACID, PINACOL ESTER;N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide;4-(Methanesulfonylamino)phenylboronic acid pinacol ester;4-METHYLSULFONYLAMINOPHENYLBORONIC ACID, PINACOL ESTER;4-Methylsulfonylaminophenylboronic acid pinacol ester;4-Methanesulfonylaminophenylboronic acid pinacol ester;SCHEMBL190423;DTXSID20584473;CS-M2303;MFCD05663876;AKOS015894343;AB22000;AS-2506;T3557;H10915;EN300-1086706;A868650;4-(methanesulfonylamino)phenyl boronic acid pinacol ester;F0001-1638;Z1954806399;4-(Methanesulfonylamino)phenylboronic acid pinacol ester, 97%;4-(METHYLSULFONAMIDO)PHENYLBORONIC ACID PINACOL ESTER;N-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonamide;2-[4-(Methanesulfonylamino)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl)-methane-sulfonamide;N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl)methane sulfonamide;N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methane sulfonamide;N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanesulfonamide;N-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl]-methanesulfonamide;N-methylsulfonyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine

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

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 197-201oC(lit.)
• Boiling Point: 414.226oC at 760 mmHg
• PKA: 8.45±0.10(Predicted)
• Flash Point: 204.317oC
• PSA: 104.24000
• Density: 1.197g/cm3
• LogP: 1.46550
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 297.1206095
• Heavy Atom Count: 20
• Complexity: 434

Purity/Quality:

97% ^*data from raw suppliers

4-(Methanesulfonylamino)phenylboronic acid pinacol ester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)NS(=O)(=O)C
• Uses: 2-(4-Methylsulfonylaminophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a reagent for the synthesis of selective irreversible BMX kinase inhibitor BMX-IN-1 with antitumor activity.

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

There total 6 articles about N-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]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: 94.0%

N-(4-bromophenyl)methanesulfonamide (4284-50-8) + bis(pinacol)diborane (73183-34-3) → N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonamide (616880-14-9)

Guidance literature:

With (2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-N-methylamino-1,1′-biphenyl)]palladium(II) methanesulfonate; potassium acetate; In 1,4-dioxane; at 85 ℃; for 4h; Inert atmosphere;

Reference yield: 93.0%

methanesulfonyl chloride (124-63-0) + 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline (214360-73-3) → N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonamide (616880-14-9)

Guidance literature:

With 4-methyl-morpholine; In dichloromethane; at 0 - 20 ℃; for 2h;

Reference yield: 82.0%

→ N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonamide (616880-14-9)

Guidance literature:

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

upstream raw materials:

methanesulfonyl chloride

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline

N-(4-bromophenyl)methanesulfonamide

bis(pinacol)diborane

Downstream raw materials:

4-[5-(4-methanesulfonylamino-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino]-benzoic acid ethyl ester

N-(4-(2-chloropyrimidin-4-yl)phenyl)methanesulfonamide

N-methyl-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide

N-[4-[8-bromo-5-methoxy-6-(trifluoromethyl)-3-quinolyl]phenyl]methanesulfonamide