(6-(4-(tert-Butoxycarbonyl)piperazin-1-yl)pyridin-3-yl)boronic acid

Base Information

• Chemical Name: (6-(4-(tert-Butoxycarbonyl)piperazin-1-yl)pyridin-3-yl)boronic acid
• CAS No.: 919347-67-4
• Molecular Formula: C14H22BN3O4
• Molecular Weight: 307.157
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90681746
• Wikidata: Q82605886
• Mol file: 919347-67-4.mol

Synonyms:919347-67-4;(6-(4-(tert-Butoxycarbonyl)piperazin-1-yl)pyridin-3-yl)boronic acid;2-(4-N-Boc-piperazino)pyridine-5-boronic acid;[6-[4-[(2-methylpropan-2-yl)oxycarbonyl]piperazin-1-yl]pyridin-3-yl]boronic acid;{6-[4-(tert-Butoxycarbonyl)piperazin-1-yl]pyridin-3-yl}boronic acid;C14H22BN3O4;6-(4-Boc-1-piperazinyl)pyridine-3-boronic Acid;SCHEMBL1347359;6-(4-N-Boc-Piperazine-1-yl)-3-pyridinyl boronic acid;DTXSID90681746;SYZMMRYQYWCLNC-UHFFFAOYSA-N;MFCD09952037;AKOS015837031;AM87436;FS-5212;CS-0060952;FT-0719391;A860190;6-(4-Boc-piperazine-1-yl)pyridine-3-boronic acid;[6-(4-{[(1,1-dimethylethyl)oxy]carbonyl}-1-piperazinyl)-3-pyridinyl]boronic acid;6-(4-Boc-Piperazine-1-yl)pyridine-3- boronic acid;6-(4-(tert-butoxycarbonyl)piperazin-1-yl)pyridin-3-ylboronic acid;6-(4-N-Boc-piperazin-1-yl)pyridine-3-boronic acid

Chemical Property of (6-(4-(tert-Butoxycarbonyl)piperazin-1-yl)pyridin-3-yl)boronic acid

Chemical Property:

• PSA: 86.13000
• LogP: -0.17860
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 307.1703364
• Heavy Atom Count: 22
• Complexity: 381

Purity/Quality:

97% ^*data from raw suppliers

2-(4-N-Boc-piperazino)pyridine-5-boronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CN=C(C=C1)N2CCN(CC2)C(=O)OC(C)(C)C)(O)O

Technology Process of (6-(4-(tert-Butoxycarbonyl)piperazin-1-yl)pyridin-3-yl)boronic acid

There total 1 articles about (6-(4-(tert-Butoxycarbonyl)piperazin-1-yl)pyridin-3-yl)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:

bis(pinacol)diborane (73183-34-3) + 5-Bromo-2-(4-tert-butoxycarbonylpiperazin-1-yl)pyridine (153747-97-8) → (6-(4-(tert-butoxycarbonyl)piperazin-1-yl)pyridin-3-yl)boronic acid (919347-67-4) + 2-(4-tert-butyloxycarbonyl-piperizin-1-yl)pyridine-5-boronic acid pinacol ester (496786-98-2)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 100 ℃; for 20.25h; Inert atmosphere;

Reference yield: 79.0%

(6-(4-(tert-butoxycarbonyl)piperazin-1-yl)pyridin-3-yl)boronic acid (919347-67-4) + N-(5-bromo-4-fluoro-2-((3S,5R)-3,4,5-trimethylpiperazin-1-yl)phenyl)-6-oxo-4-(trifluoromethyl)-1,6-dihydropyridine-3-carboxamide + trifluoroacetic acid (76-05-1) → (x)C2HF3O2*C29H33F4N7O2

Guidance literature:

(6-(4-(tert-butoxycarbonyl)piperazin-1-yl)pyridin-3-yl)boronic acid; N-(5-bromo-4-fluoro-2-((3S,5R)-3,4,5-trimethylpiperazin-1-yl)phenyl)-6-oxo-4-(trifluoromethyl)-1,6-dihydropyridine-3-carboxamide; With (chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II)); sodium carbonate; XPhos; In 1,4-dioxane; water; at 120 ℃; for 1h; Microwave irradiation;

trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

Reference yield: 24.0%

(6-(4-(tert-butoxycarbonyl)piperazin-1-yl)pyridin-3-yl)boronic acid (919347-67-4) + (±)-(5-bromo-2,4-dimethoxypyridin-3-yl)(4-isopropylphenyl)methanol → (±)-tert-butyl 4-(5'-(hydroxy(4-isopropylphenyl)methyl)-4',6'-dimethoxy-[3,3'-bipyridin]-6-yl)piperazine-1-carboxylate

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; toluene; for 16h; Reflux; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2018.07.021

upstream raw materials:

bis(pinacol)diborane

5-Bromo-2-(4-tert-butoxycarbonylpiperazin-1-yl)pyridine

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