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

Base Information

• Chemical Name: N,N-Dimethyl-1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine
• CAS No.: 909391-56-6
• Molecular Formula: C15H24BNO2
• Molecular Weight: 261.172
• Hs Code.: 2934999090
• European Community (EC) Number: 804-824-9
• DSSTox Substance ID: DTXSID00396657
• Nikkaji Number: J3.421.903F
• Wikidata: Q72469073
• Mol file: 909391-56-6.mol

Synonyms:909391-56-6;N,N-Dimethyl-1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine;3-(N,N-Dimethylaminomethyl)phenylboronic acid, pinacol ester;N,N-dimethyl-1-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine;Dimethyl-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-amine;dimethyl({[3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl})amine;3-(n,n-dimethylaminomethyl)phenylboronic acid pinacol ester;SCHEMBL2587679;DTXSID00396657;LBUOWYCATLFSRN-UHFFFAOYSA-N;MFCD08669568;AKOS015995522;AS-2740;SB14577;N,N-dimethyl(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine;CS-0153843;FT-0729493;C77095;EN300-1706249;A860655;3-((dimethylamino)methyl)phenylboronic acid pinacol ester;Z1336748329;3-(N,N-dimethylaminomethy)phenylboronic acid pinacol ester;3-(N,N-Dimethylaminomethyl)phenylboronic acid,pinacol ester;dimethyl-[3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzyl]amine;dimethyl({[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl})amine;Dimethyl-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-amine, AldrichCPR;dimethyl{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}amine;N,N-Dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)benzenemethaneamine

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

Chemical Property:

• Boiling Point: 340.8±25.0 °C(Predicted)
• PKA: 8.78±0.28(Predicted)
• PSA: 21.70000
• Density: 1.00
• LogP: 2.04740
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 261.1900092
• Heavy Atom Count: 19
• Complexity: 301

Purity/Quality:

98% ^*data from raw suppliers

3-(N,N-Dimethylaminomethyl)phenylboronicacid,pinacolester ^*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(=CC=C2)CN(C)C

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

There total 2 articles about N,N-Dimethyl-1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine 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: 77.0%

dimethyl amine (124-40-3) + 2-(3-(bromomethyl)phenyl)-4,4,5,5,-tetramethyl-1,3,2-dioxaborolane (214360-74-4) → N,N-dimethyl-1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine (909391-56-6)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 16h;

Reference yield:

N,N'-dimethylbenzylamine (103-83-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → N,N-dimethyl-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2- yl)phenyl)methanamine (878197-87-6) + N,N-dimethyl-1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine (909391-56-6)

Guidance literature:

With bis(1,2-bis(dimethylphosphino)ethane)dimethyliron; In neat (no solvent); at 20 ℃; for 72h; Overall yield = 57 %; Overall yield = 74 mg; regioselective reaction; Glovebox; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1021/jacs.5b00895

Reference yield: 74.7%

N,N-dimethyl-1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine (909391-56-6) + 7-bromo-5-(1-(4,4-difluorocyclohexyl)-1H-pyrazol-5-yl)pyrrolo[2,1-f][1,2,4]triazin-4-amine → 5-(1-(4,4-difluorocyclohexyl)-1H-pyrazol-5-yl)-7-(3-((dimethylamino)methyl)phenyl)pyrrolo[2,1-f][1,2,4]triazin-4-amine

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tripotassium phosphate; In tetrahydrofuran; water; at 120 ℃; for 0.5h; Inert atmosphere; Microwave irradiation; Sonication;

upstream raw materials:

dimethyl amine

2-(3-(bromomethyl)phenyl)-4,4,5,5,-tetramethyl-1,3,2-dioxaborolane

N,N'-dimethylbenzylamine

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane