1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine

Base Information

• Chemical Name: 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine
• CAS No.: 912369-50-7
• Molecular Formula: C16H25BN2O2
• Molecular Weight: 288.198
• Hs Code.: 2934999090
• European Community (EC) Number: 687-630-5
• DSSTox Substance ID: DTXSID70590408
• Wikidata: Q82484108
• Mol file: 912369-50-7.mol

Synonyms:912369-50-7;4-Piperazinylphenylboronic acid, pinacol ester;1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine;4-Piperazinylphenylboronic acid pinacol ester;1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine;1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-piperazine;C16H25BN2O2;SCHEMBL1887349;DTXSID70590408;KARUXRFAVXKQFZ-UHFFFAOYSA-N;1-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine;MFCD06795649;AKOS015960109;AB29167;AT17941;4-Fluoro-alpha-methyl-benzenepropanicacid;BS-24749;CS-0175631;EN300-316821;A850340;J-515959;4-Piperazinylphenylboronic acid pinacol ester, AldrichCPR

Chemical Property of 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine

Chemical Property:

• Vapor Pressure: 1.09E-07mmHg at 25°C
• Boiling Point: 432.7°C at 760 mmHg
• PKA: 8.93±0.10(Predicted)
• Flash Point: 215.5°C
• PSA: 33.73000
• Density: 1.08g/cm³
• LogP: 1.78920
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 288.2009082
• Heavy Atom Count: 21
• Complexity: 345

Purity/Quality:

97% ^*data from raw suppliers

4-Piperazinylphenylboronic acid pinacol ester Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)N3CCNCC3

Technology Process of 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine

There total 7 articles about 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine 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: 72.0%

tert-butyl 4-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate (470478-90-1) → 1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine (912369-50-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

Reference yield: 68.4%

→ 1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine (912369-50-7)

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;

Reference yield: 68.0%

4-(piperazin-1-yl)aniline (67455-41-8) + bis(pinacol)diborane (73183-34-3) → 1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine (912369-50-7)

Guidance literature:

4-(piperazin-1-yl)aniline; With hydrogenchloride; methanol; sodium nitrite; In water; at 0 - 5 ℃; for 0.5h; Green chemistry;

bis(pinacol)diborane; In water; at 20 ℃; for 1h; Green chemistry;

DOI:10.1055/s-0033-1339118

upstream raw materials:

tert-butyl 4-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate

4-(piperazin-1-yl)aniline

bis(pinacol)diborane

1.4-dibromobenzene

Downstream raw materials:

C₁₆H₁₇N₅

1-(2-{[t-butyl(dimethyl)silyl]oxy}ethyl)-4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine

1-(4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazin-1-yl)propan-1-one

(1R,2S)-5'-methoxy-2-(3-(4-piperazin-1-ylphenyl)-1H-indazol-6-yl)spiro(cyclopropane-1,3'-indolin)-2'-one