5-(Methylthio)pyridine-3-boronic acid

Base Information

• Chemical Name: 5-(Methylthio)pyridine-3-boronic acid
• CAS No.: 477251-98-2
• Molecular Formula: C6H8BNO2S
• Molecular Weight: 169.012
• Hs Code.: 2933399990
• Mol file: 477251-98-2.mol

Synonyms:(5-Methylthiopyridin-3-yl)boronicacid;[5-(Methylsulfanyl)pyridin-3-yl]boronic acid;[5-(Methylsulfanyl)pyridine-3-yl]boronicacid;

Chemical Property of 5-(Methylthio)pyridine-3-boronic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 210-213ºC
• Refractive Index: 1.586
• Boiling Point: 378.1°C at 760mmHg
• PKA: 3.48±0.10(Predicted)
• Flash Point: 182.4°C
• PSA: 78.65000
• Density: 1.29g/cm³
• LogP: -0.51670
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

5-(Methylthio)pyridine-3-boronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(Methylthio)pyridine-3-boronic acid

There total 1 articles about 5-(Methylthio)pyridine-3-boronic acid 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:

3,5-dibromopyridine (625-92-3) + Dimethyldisulphide (624-92-0) → (5-methylsulfanyl-pyridin-3-yl)-boronic acid (477251-98-2)

Guidance literature:

3,5-dibromopyridine; Dimethyldisulphide; With n-butyllithium; In diethyl ether; at -78 ℃;

With Triisopropyl borate; In diethyl ether; at -78 - 25 ℃;

With hydrogenchloride; In diethyl ether; water; pH=5;

Reference yield: 72.0%

(5-methylsulfanyl-pyridin-3-yl)-boronic acid (477251-98-2) + 2-(S)-{[2-chloro-4-(4-methoxy-phenoxy)-pyrimidin-5-ylamino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester (1297931-02-2) → 2-(S)-{[4-(4-methoxy-phenoxy)-2-(5-methylsulfanyl-pyridin-3-yl)-pyrimidin-5-ylamino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester (1298100-73-8)

Guidance literature:

With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In ethanol; water; at 130 ℃; for 0.5h; teflon-lined septum sealed Schlenk tube; irradiated in a microwave reactor;

upstream raw materials:

3,5-dibromopyridine

Dimethyldisulphide

Downstream raw materials:

2-(S)-{[4-(4-methoxy-phenoxy)-2-(5-methylsulfanyl-pyridin-3-yl)-pyrimidin-5-ylamino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

Refernces