(4-(Pyrrolidin-1-ylsulfonyl)phenyl)boronic acid

Base Information

• Chemical Name: (4-(Pyrrolidin-1-ylsulfonyl)phenyl)boronic acid
• CAS No.: 486422-57-5
• Molecular Formula: C10H14BNO4S
• Molecular Weight: 255.102
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID90439320
• Wikidata: Q72505510
• Mol file: 486422-57-5.mol

Synonyms:486422-57-5;(4-(Pyrrolidin-1-ylsulfonyl)phenyl)boronic acid;4-(Pyrrolidinylsulfonyl)phenylboronic acid;(4-pyrrolidin-1-ylsulfonylphenyl)boronic Acid;4-(pyrrolidin-1-ylsulfonyl)phenylboronic acid;MFCD06659847;[4-(1-pyrrolidinylsulfonyl)phenyl]boronic acid;4-(Pyrrolidin-1-ylsulphonyl)benzeneboronic acid;4-(1-Pyrrolidylsulfonyl)phenylboronic Acid;(4-(Pyrrolidin-1-ylsulfonyl)phenyl)boronicacid;SCHEMBL959386;DTXSID90439320;LSQCNEYLDWKDHO-UHFFFAOYSA-N;AKOS015854137;AB26466;AM86996;BS-18960;SY252764;CS-0175325;[4-(Pyrrolidine-1-sulfonyl)phenyl]boronic acid;I12266;(4-BORONOPHENYL)(PYRROLIDIN-1-YL)SULFONE;4-(1-PYRROLIDINYLSULFONYL)PHENYLBORONIC ACID;Boronic acid,b-[4-(1-pyrrolidinylsulfonyl)phenyl]-

Chemical Property of (4-(Pyrrolidin-1-ylsulfonyl)phenyl)boronic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 275-277 °C
• Refractive Index: 1.611
• Boiling Point: 461.707 °C at 760 mmHg
• Flash Point: 233.032 °C
• PSA: 86.22000
• Density: 1.417 g/cm³
• LogP: 0.16960
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 255.0736593
• Heavy Atom Count: 17
• Complexity: 340

Purity/Quality:

98%min ^*data from raw suppliers

4-(Pyrrolidin-1-ylsulfonyl)benzeneboronic acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)S(=O)(=O)N2CCCC2)(O)O

Technology Process of (4-(Pyrrolidin-1-ylsulfonyl)phenyl)boronic acid

There total 2 articles about (4-(Pyrrolidin-1-ylsulfonyl)phenyl)boronic acid 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:

4-bromobenzenesulfonyl chloride (98-58-8) → (4-(pyrrolidin-1-ylsulfonyl)phenyl)boronic acid (486422-57-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 2 h / 0 °C

2: n-butyllithium; Triisopropyl borate / tetrahydrofuran / 4.5 h / -78 - 20 °C

With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; dichloromethane;

Reference yield:

C16H26BNO4S → (4-(pyrrolidin-1-ylsulfonyl)phenyl)boronic acid (486422-57-5)

Guidance literature:

With water; silica gel; In tetrahydrofuran;

DOI:10.1021/jm201724m

Reference yield: 93.0%

(4-(pyrrolidin-1-ylsulfonyl)phenyl)boronic acid (486422-57-5) + 3-amino-6-bromo-N-pyridin-3-ylpyrazine-2-carboxamide (486422-03-1) → 3-amino-N-(pyridin-3-yl)-6-[4-(pyrrolidin-1-ylsulfonyl)phenyl]pyrazine-2-carboxamide (486423-10-3)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,2-dimethoxyethane; water; for 1.08333h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jm201724m

upstream raw materials:

4-bromobenzenesulfonyl chloride

Downstream raw materials:

1-(phenylsulfonyl)-4-[4-(1-pyrrolidinylsulfonyl)phenyl]-1H-pyrrolo[2,3-b]pyridine

2-(1-methylethenyl)-1-(phenylsulfonyl)-4-[4-(1-pyrrolidinylsulfonyl)phenyl]-1H-pyrrolo[2,3-b]pyridine

methyl 3-amino-6-[4-(pyrrolidin-1-ylsulfonyl)phenyl]pyrazine-2-carboxylate

3-amino-N-(pyridin-3-yl)-6-[4-(pyrrolidin-1-ylsulfonyl)phenyl]pyrazine-2-carboxamide

Refernces

• 1、 -. "NOBEL COMPOUNDS HAVING SELECTIVE INHIBITING EFECT AT GSK3". . . Retrieved 2008/06/13.