2-METHOXYLYPYRIDINE-4-BORONIC ACID PINACOLATE

Base Information

• Chemical Name: 2-METHOXYLYPYRIDINE-4-BORONIC ACID PINACOLATE
• CAS No.: 408502-23-8
• Molecular Formula: C12H18 B N O3
• Molecular Weight: 235.091
• Hs Code.: 2934999090
• Mol file: 408502-23-8.mol

Synonyms:2-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Chemical Property of 2-METHOXYLYPYRIDINE-4-BORONIC ACID PINACOLATE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 36 °C
• Boiling Point: 373.317oC at 760 mmHg
• PKA: 2.56±0.10(Predicted)
• Flash Point: 179.576oC
• PSA: 40.58000
• Density: 1.111g/cm3
• LogP: 1.38940
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: soluble in Methanol

Purity/Quality:

98%min ^*data from raw suppliers

2-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-METHOXYLYPYRIDINE-4-BORONIC ACID PINACOLATE

There total 12 articles about 2-METHOXYLYPYRIDINE-4-BORONIC ACID PINACOLATE 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: 100.0%

4-bromo-2-methoxypyridine (100367-39-3) + bis(pinacol)diborane (73183-34-3) → 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (408502-23-8)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1016/S0960-894X(02)00827-2

Reference yield: 82.0%

(2-iodo-pyridin-4-yl)-dimethyl-amine (98197-72-9) + bis(pinacol)diborane (73183-34-3) → 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (408502-23-8)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In N,N-dimethyl-formamide; at 80 ℃; for 4h; Inert atmosphere; microwave irradiation;

Reference yield: 77.0%

4-chloro-2-methoxypyridine (72141-44-7) + bis(pinacol)diborane (73183-34-3) → 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (408502-23-8)

Guidance literature:

With C₅₂H₆₇ClFeNPPd; potassium acetate; In 1,4-dioxane; at 110 ℃; for 6h; Inert atmosphere;

DOI:10.1002/adsc.201000085

upstream raw materials:

4-bromo-2-methoxypyridine

bis(pinacol)diborane

4-amino-2-methoxypyridine

2-methoxypyridine N-oxide

Downstream raw materials:

2-methoxy-4-methyl-pyridine

2'-methoxy-N-methyl-4,4'-bipyridin-2-amine

tert-butyl 8-(2-oxo-4-(6-(trifluoromethyl)pyridazin-3-yl)pyridin-1(2H)-yl)-6-tosyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate

tert-butyl 8-(2-oxo-4-(6-(trifluoromethyl)pyridazin-3-yl)pyridin-1(2H)-yl)-6-tosyl-1,2,4,5-tetrahydroazepino[4,5-b]indole-3(6H)-carboxylate

Refernces

• 1、 Edfeldt, Fredrik,Even?s, Johan,Lepist?, Matti,Ward, Alison,Petersen, Jens,Wissler, Lisa,Rohman, Mattias,Sivars, Ulf,Svensson, Karin,Perry, Matthew,Feierberg, Isabella,Zhou, Xiao-Hong,Hansson, Thomas,Narjes, Frank. "Identification of indole inhibitors of human hematopoietic prostaglandin D2 synthase (hH-PGDS)". . p. 2496 - 2500. Retrieved 2015/06/02.
• 2、 -. "BASE METAL CATALYZED BORYLATION OF ARENES AND AROMMATIC HETEROCYCLES". Page/Page column 34. . Retrieved 2015/06/25.