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

Base Information

• Chemical Name: N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide
• CAS No.: 305448-92-4
• Molecular Formula: C13H20 B N O4 S
• Molecular Weight: 297.183
• Hs Code.: 2935009090
• European Community (EC) Number: 626-868-6
• DSSTox Substance ID: DTXSID00584512
• Wikidata: Q82476179
• Mol file: 305448-92-4.mol

Synonyms:305448-92-4;N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide;3-(Methanesulfonylamino)phenylboronic acid pinacol ester;3-METHANESULFONYLAMINOPHENYLBORONIC ACID, PINACOL ESTER;N-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonamide;3-METHYLSULFONYLAMINOPHENYLBORONIC ACID, PINACOL ESTER;MFCD05663881;METHANESULFONAMIDE, N-[3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]-;SCHEMBL393567;DTXSID00584512;LBTPCAAJDFFVTA-UHFFFAOYSA-N;AKOS015894323;AB22013;AS-48702;SY008434;CS-0154957;F52679;EN300-3224935;A820428;J-018006;J-522978;Z1696846953;3-(Methanesulfonylamino)phenylboronic acid pinacol ester, 97%;2(3H)-Furanone, 3-acetyl-5-(ethoxymethyl)dihydro- (8CI,9CI);N-[3-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]METHANESULFONAMIDE;3-Methylsulfonylaminophenylboronic acid, pinacol ester(contains varying amounts of Anhydride);N-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanesulfonamide;N-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl]-methanesulfonamide

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

Chemical Property:

• Vapor Pressure: 2.55E-07mmHg at 25°C
• Melting Point: 153-157 °C(lit.)
• Refractive Index: 1.528
• Boiling Point: 421.7°Cat760mmHg
• Flash Point: 208.8°C
• PSA: 73.01000
• Density: 1.19g/cm³
• LogP: 2.51110
• Storage Temp.: Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 297.1206095
• Heavy Atom Count: 20
• Complexity: 442

Purity/Quality:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

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

There total 7 articles about N-(3-(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: 94.8%

3-(methylsulfonyl)amino-1-bromo-benzene (83922-51-4) + bis(pinacol)diborane (73183-34-3) → N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide (305448-92-4)

Guidance literature:

3-(methylsulfonyl)amino-1-bromo-benzene; bis(pinacol)diborane; In 1,2-dimethoxyethane; for 0.166667h; Inert atmosphere;

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,2-dimethoxyethane; at 80 ℃; Inert atmosphere;

Reference yield: 84.0%

→ N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide (305448-92-4)

Guidance literature:

Reference yield: 79.0%

methanesulfonyl chloride (124-63-0) + 3-aminophenylboronic acid pinacolate (210907-84-9) → N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide (305448-92-4)

Guidance literature:

at 80 ℃; for 12h;

upstream raw materials:

1-methanesulfonyloxy-1,2,3-benzotriazole

3-aminophenylboronic acid pinacolate

methanesulfonyl chloride

3-(methylsulfonyl)amino-1-bromo-benzene

Downstream raw materials:

C₂₃H₂₃N₃O₆S

(S)-N-(3-(4-amino-6-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)pyrimidin-5-yl)phenyl)methanesulfonamide

C₂₅H₁₉N₇O₂

C₂₄H₁₉N₇O

Refernces

• 1、 -. "3-(PYRAZOLYL)-1H-PYRROLO[2,3-b]PYRIDINE DERIVATIVES AS KINASE INHIBITORS". Page/Page column 28. . Retrieved 2014/01/18.
• 2、 -. "NOVEL COMPOUNDS AS MODULATORS OF PROTEIN KINASES". Page/Page column 113. . Retrieved 2012/12/13.