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

Base Information

• Chemical Name: 4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)morpholine
• CAS No.: 485799-04-0
• Molecular Formula: C15H23BN2O3
• Molecular Weight: 290.17
• Hs Code.: 2934999090
• European Community (EC) Number: 676-469-6
• DSSTox Substance ID: DTXSID90383637
• Wikidata: Q72493237
• Mol file: 485799-04-0.mol

Synonyms:485799-04-0;4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)morpholine;6-(Morpholin-4-yl)pyridine-3-boronic acid pinacol ester;4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]morpholine;2-Morpholinopyridine-5-boronic acid, pinacol ester;2-(MORPHOLIN-4-YL)PYRIDINE-5-BORONIC ACID PINACOL ESTER;4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl]morpholine;2-(4-Morpholino)pyridine-5-boronic acid pinacol ester;6-(4-MORPHOLINYL)PYRIDINE-3-BORONIC ACID PINACOL ESTER;RABEPRAZOLESODIUM;4-[5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]morpholine;6-Morpholinopyridin-3-ylboronic acid pinacol ester;SCHEMBL142528;DTXSID90383637;ZGDLVKWIZHHWIR-UHFFFAOYSA-N;(6-MORPHOLINOPYRIDIN-3-YL)BORONIC ACID PINACOL ESTER;MFCD04039874;AKOS015960091;AB17430;AM86992;AS-2721;CS-W003923;4-(5-(4.4.5.5.-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)thiomorpholine;AC-33456;FT-0677600;A22216;A827561;A875750;A910106;J-513572;6-MORPHOLINOPYRIDINE-3-BORONIC ACID PINACOL ESTER;6-(Morpholin-4-yl)pyridine-3-boronic acid pinacol ester, 97%;4-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-yl]morpholine;4-[5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridin-2-yl]-morpholine;4-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridin-2-yl]morpholine;4-[5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl-pyridin-2-yl]-morpholine;4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridin-2-yl]morpholine;4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-yl]morpholine;4-5-(4,4,5,5-TETRAMETHYL-1,3,2DIOXABOROLAN-2-YL)-PYRIDIN-2-YL-MORPHOLINE

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

Chemical Property:

• Vapor Pressure: 5.67E-08mmHg at 25°C
• Melting Point: 135-139 °C(lit.)
• Refractive Index: 1.53
• Boiling Point: 440.929 °C at 760 mmHg
• PKA: 5.58±0.10(Predicted)
• Flash Point: 220.466 °C
• PSA: 43.82000
• Density: 1.13 g/cm³
• LogP: 1.28240
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 290.1801728
• Heavy Atom Count: 21
• Complexity: 356

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Morpholino-2-pyridine-5-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 22-24/25-45-43A-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN=C(C=C2)N3CCOCC3

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

There total 3 articles about 4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)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: 79.0%

bis(pinacol)diborane (73183-34-3) + 5-bromo-2-(4-morpholinyl)pyridine (200064-11-5) → 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]morpholine (485799-04-0)

Guidance literature:

bis(pinacol)diborane; With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In N,N-dimethyl-formamide; at 0 - 80 ℃; for 0.166667h;

5-bromo-2-(4-morpholinyl)pyridine; In N,N-dimethyl-formamide; at 80 ℃; for 10h;

Reference yield: 39.0%

→ 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]morpholine (485799-04-0)

Guidance literature:

Reference yield:

5-bromo-2-chloropyridine (53939-30-3) → 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]morpholine (485799-04-0)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / N,N-dimethyl-formamide / 12 h / 120 °C / Inert atmosphere

2: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 2 h / 100 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; caesium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide;

upstream raw materials:

bis(pinacol)diborane

5-bromo-2-(4-morpholinyl)pyridine

5-bromo-2-chloropyridine

Downstream raw materials:

6-(4-ethoxy-3-methoxy-phenyl)-2-methyl-3-(6-morpholin-4-yl-pyridin-3-yl)-imidazo[1,2-b]pyridazine

6-(4'-methoxy-biphenyl-4-yl)-2-methyl-3-(6-morpholin-4-yl-pyridin-3-yl)-imidazo[1,2-b]pyridazine

4-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-6-(6-morpholin-4-yl-pyridin-3-yl)-pyridazin-3-ylamine

1-(6-morpholinopyridin-3-yl)-3-phenylpropanone

Refernces

• 1、 -. "1,4-BENZODIAZEPINONE COMPOUNDS AND THEIR USE IN TREATING CANCER". Page/Page column 69. . Retrieved 2010/11/04.
• 2、 -. "KINASE INHIBITOR COMPOUNDS". Page/Page column 41-42. . Retrieved 2008/12/07.