2-METHYLSULFANYL-5-(4,4,5,5-TETRAMETHYL-[1,3,2]-DIOXABOROLAN-2-YL)PYRIDINE

Base Information

• Chemical Name: 2-METHYLSULFANYL-5-(4,4,5,5-TETRAMETHYL-[1,3,2]-DIOXABOROLAN-2-YL)PYRIDINE
• CAS No.: 849934-89-0
• Molecular Formula: C12H18 B N O2 S
• Molecular Weight: 251.157
• Hs Code.: 2934999090
• Mol file: 849934-89-0.mol

Synonyms:2-Methylsulfanyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine

Chemical Property of 2-METHYLSULFANYL-5-(4,4,5,5-TETRAMETHYL-[1,3,2]-DIOXABOROLAN-2-YL)PYRIDINE

Chemical Property:

• Vapor Pressure: 4.1E-05mmHg at 25°C
• Melting Point: 165-168℃
• Refractive Index: 1.525
• Boiling Point: 362.2°C at 760 mmHg
• Flash Point: 172.9°C
• PSA: 56.65000
• Density: 1.1g/cm³
• LogP: 2.10270

Purity/Quality:

99% ^*data from raw suppliers

6-(Methylsulfanyl)pyridine-3-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-METHYLSULFANYL-5-(4,4,5,5-TETRAMETHYL-[1,3,2]-DIOXABOROLAN-2-YL)PYRIDINE

There total 4 articles about 2-METHYLSULFANYL-5-(4,4,5,5-TETRAMETHYL-[1,3,2]-DIOXABOROLAN-2-YL)PYRIDINE 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: 97.0%

5-bromo-2-(methylsulfanyl)pyridine (51933-78-9) + bis(pinacol)diborane (73183-34-3) → 2-(methylthio)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (849934-89-0)

Guidance literature:

With nitrogen; potassium acetate; triethylamine; palladium; In hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate;

Reference yield:

1,4-dioxane (123-91-1,28347-88-8,28347-91-3,39449-24-6,54841-74-6) + 5-bromo-2-(methylsulfanyl)pyridine (51933-78-9) → 2-(methylthio)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (849934-89-0)

Guidance literature:

With potassium acetate;

Reference yield:

2,5-dibromopyridine (624-28-2) → 2-(methylthio)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (849934-89-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide; nitrogen / liquid N₂

2: potassium acetate

With potassium acetate; In nitrogen; N,N-dimethyl-formamide;

upstream raw materials:

5-bromo-2-(methylsulfanyl)pyridine

bis(pinacol)diborane

1,4-dioxane

2,5-dibromopyridine

Downstream raw materials:

1-(2,4-difluoro-benzyl)-6-[5-(6-methylsulfanyl-pyridin-3-yl)-thiophen-2-yl]-2-oxo-4-trifluoromethyl-1,2-dihydro-pyridine-3-carbonitrile

2-(6-(methylthio)pyridin-3-yl)-10-(3-(trifluoromethyl)phenyl)pyrido[3,2-c][1,5]naphthyridin-9(10H)-one

Refernces

• 1、 -. "NOVEL APOPTOSIS SIGNAL-REGULATING KINASE 1 INHIBITORS". Page/Page column 47-48. . Retrieved 2021/01/23.
• 2、 -. "Pyridonaphthyridine PI3K/MTOR Dual Inhibitors and Preparation and Use Thereof". Page/Page column. . Retrieved 2014/04/17.