4-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)morpholine

Base Information

• Chemical Name: 4-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)morpholine
• CAS No.: 364794-80-9
• Molecular Formula: C17H26 B N O3
• Molecular Weight: 303.209
• Hs Code.: 2934999090
• European Community (EC) Number: 670-515-9
• DSSTox Substance ID: DTXSID30383797
• Wikidata: Q82175590
• Mol file: 364794-80-9.mol

Synonyms:364794-80-9;4-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)morpholine;3-(Morpholinomethyl)phenylboronic acid pinacol ester;4-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]morpholine;4-[[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl]morpholine;3-(4-MORPHOLINOMETHYL)PHENYLBORONIC ACID PINACOL ESTER;MFCD06797489;morpholine, 4-[[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl]-;3-(MORPHOLINOMETHYL)PHENYLBORONIC ACID, PINACOL ESTER;4-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}morpholine;SCHEMBL585841;DTXSID30383797;RCGRLLZELIIKDH-UHFFFAOYSA-N;(3-(MORPHOLINOMETHYL)PHENYL)BORONIC ACID PINACOL ESTER;4-{[3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}morpholine;AKOS015999576;AM86909;AS-2281;PB20970;SY021923;CS-0045008;EN300-1588562;A874343;J-514236;3-(4-MORPHOLINEMETHYL)BENZENEBORONIC ACID PINACOL ESTER;3-(4-Morpholinomethyl)phenylboronic acid pinacol ester, 95%;3-(4-MORPHOLINYLMETHYL)BENZENEBORONIC ACID PINACOL ESTER

Chemical Property of 4-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)morpholine

Chemical Property:

• Vapor Pressure: 6.55E-07mmHg at 25°C
• Melting Point: 47 °C
• Boiling Point: 409.3°Cat760mmHg
• Flash Point: 201.4°C
• PSA: 30.93000
• Density: 1.08g/cm³
• LogP: 1.75590
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 303.2005739
• Heavy Atom Count: 22
• Complexity: 366

Purity/Quality:

97% ^*data from raw suppliers

4-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)morpholine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CC=C2)CN3CCOCC3
• Uses: 3-(4-Morpholinomethyl)phenylboronic acid pinacol ester can be used as a reactant: In the palladium-catalyzed Suzuki-Miyaura coupling reaction to synthesize biaryl derivatives. To prepare a morpholinylphenyl anilinoquinazoline lapatinib analog. To synthesize diaryl or heteroaryl triazole quinuclidine derivatives as potent α7 nicotinic acetylcholine receptor ligands.

Technology Process of 4-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)morpholine

There total 8 articles about 4-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)morpholine 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: 98.0%

morpholine (110-91-8,99108-56-2) + 2-(3-(bromomethyl)phenyl)-4,4,5,5,-tetramethyl-1,3,2-dioxaborolane (214360-74-4) → 4-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-morpholine (364794-80-9)

Guidance literature:

With PS-NMM; In tetrahydrofuran; at 150 ℃; for 0.25h; Microwave irradiation; in air;

DOI:10.1021/co100011g

Reference yield: 80.0%

morpholine (110-91-8,99108-56-2) + (3‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)phenyl)methanol (443776-76-9) → 4-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-morpholine (364794-80-9)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; sodium carbonate; bis[2-(diphenylphosphino)phenyl] ether; In 5,5-dimethyl-1,3-cyclohexadiene; at 155 ℃; for 24h; Inert atmosphere; Reflux;

DOI:10.1021/ol402271a

Reference yield: 65.0%

bis(pinacol)diborane (73183-34-3) + 4-(3-bromobenzyl)morpholine (364793-82-8) → 4-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-morpholine (364794-80-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 90 ℃; for 16h;

DOI:10.1016/j.ejmech.2019.06.049

upstream raw materials:

bis(pinacol)diborane

4-(3-bromobenzyl)morpholine

m-bromobenzoic aldehyde

4-(3-bromophenethyl)morpholine

Downstream raw materials:

5-(benzyloxy)-3'-(morpholinomethyl)[1,1'-biphenyl]-2-carbaldehyde

N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-(3-(morpholinomethyl)phenyl)quinazolin-4-amine

N-(3-(3-(morpholinomethyl)phenyl)-1H-indazol-5-yl)-2-(pyrrolidin-1-yl)-2-(thiophen-3-yl)acetamide

6-oxo-4-trifluoromethyl-1,6-dihydro-pyridine-3-carboxylic acid [4-(4-methyl-piperazin-1-yl)-3'-morpholin-4-ylmethyl-biphenyl-3-yl]-amide