4-Pivalamidopyridine-3-boronic acid

Base Information

• Chemical Name: 4-Pivalamidopyridine-3-boronic acid
• CAS No.: 955123-29-2
• Molecular Formula: C10H15BN2O3
• Molecular Weight: 222.12
• DSSTox Substance ID: DTXSID30701230
• Nikkaji Number: J2.510.768C
• Wikidata: Q82632823
• Mol file: 955123-29-2.mol

Synonyms:955123-29-2;4-PIVALAMIDOPYRIDINE-3-BORONIC ACID;(4-PIVALAMIDOPYRIDIN-3-YL)BORONIC ACID;4-pivalamidopyridin-3-ylboronic acid;[4-(2,2-dimethylpropanoylamino)pyridin-3-yl]boronic acid;[4-(2,2-Dimethylpropanamido)pyridin-3-yl]boronic acid;DTXSID30701230;MFCD16038214;SB80267;[4-(Pivaloylamino)-3-pyridyl]boronic acid;(4-PIVALAMIDOPYRIDIN-3-YL)BORONICACID

Chemical Property of 4-Pivalamidopyridine-3-boronic acid

Chemical Property:

• PSA: 85.68000
• LogP: -0.83210
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 222.1175725
• Heavy Atom Count: 16
• Complexity: 253

Purity/Quality:

(4-Pivalamidopyridin-3-yl)boronicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CN=C1)NC(=O)C(C)(C)C)(O)O

Technology Process of 4-Pivalamidopyridine-3-boronic acid

There total 1 articles about 4-Pivalamidopyridine-3-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: 70.0%

4-N-pivaloylaminopyridine (70298-89-4) → C10H15N2BO3 (955123-29-2)

Guidance literature:

4-N-pivaloylaminopyridine; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at -10 ℃; for 2h;

With boric acid tributyl ester; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Further stages.;

DOI:10.1016/j.tet.2007.07.068

Reference yield: 69.0%

C10H15N2BO3 (955123-29-2) + bromobenzene (108-86-1,52753-63-6) → 2,2-dimethyl-N-(3-phenylpyridin-4-yl)propionamide

Guidance literature:

With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; for 10h; Heating;

DOI:10.1016/j.tet.2007.07.068

Reference yield: 42.0%

C10H15N2BO3 (955123-29-2) + 2-bromoaniline (615-36-1) → 2,2-dimethyl-N-[3-(2-aminophenyl)pyridin-4-yl]propionamide (955123-34-9)

Guidance literature:

With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; for 8h; Heating;

DOI:10.1016/j.tet.2007.07.068

upstream raw materials:

4-N-pivaloylaminopyridine

Downstream raw materials:

2,2-dimethyl-N-[3-(2-aminophenyl)pyridin-4-yl]propionamide

2,2-dimethyl-N-[3-(2-azidophenyl)pyridin-4-yl]propionamide

Refernces