6-CYCLOPROPYL-3-PYRIDINYL BORONIC ACID PINACOL ESTER

Base Information

• Chemical Name: 6-CYCLOPROPYL-3-PYRIDINYL BORONIC ACID PINACOL ESTER
• CAS No.: 893567-09-4
• Molecular Formula: C14H22BNO3
• Molecular Weight: 245.129
• Hs Code.: 2934999090
• Mol file: 893567-09-4.mol

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

Chemical Property of 6-CYCLOPROPYL-3-PYRIDINYL BORONIC ACID PINACOL ESTER

Chemical Property:

• Boiling Point: 354.102 °C at 760 mmHg
• PKA: 5.90±0.24(Predicted)
• Flash Point: 167.955 °C
• PSA: 31.35000
• Density: 1.073 g/cm³
• LogP: 2.25820
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98% ^*data from raw suppliers

6-Cyclopropyl-3-pyridinylboronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37-60

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-CYCLOPROPYL-3-PYRIDINYL BORONIC ACID PINACOL ESTER

There total 1 articles about 6-CYCLOPROPYL-3-PYRIDINYL BORONIC ACID PINACOL ESTER 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%

bis(pinacol)diborane (73183-34-3) + 3-bromo-6-(cyclopropyl)pyridine (579475-29-9) → 2-Cyclopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (893567-09-4)

Guidance literature:

bis(pinacol)diborane; 3-bromo-6-(cyclopropyl)pyridine; With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 80 ℃; for 15.1667h;

With sodium hydroxide; In diethyl ether; water;

With hydrogenchloride; In water; at 10 ℃; pH=6.5;

Reference yield: 90.0%

2-Cyclopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (893567-09-4) + N-(3-(1,3,4-oxadiazol-2-yl)phenyl)-4-bromopicolinamide (1262044-02-9) → N-(3-(1,3,4-oxadiazol-2-yl)phenyl)-6-cyclopropyl-3,4'-bipyridine-2'-carboxamide (1262044-06-3)

Guidance literature:

With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In water; isopropyl alcohol; toluene; at 85 ℃; for 4h;

Reference yield: 16.0%

2-Cyclopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (893567-09-4) + 2-chloro-6-[4-(4-chloro-1-methyl-6-oxo-3-pyridyl)pyrazol-1-yl]benzonitrile → 2-chloro-6-[4-[4-(6-cyclopropyl-3-pyridyl)-1-methyl-6-oxo-3-pyridyl]pyrazol-1-yl]benzonitrile

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; at 80 ℃; for 2h; Inert atmosphere;

upstream raw materials:

bis(pinacol)diborane

3-bromo-6-(cyclopropyl)pyridine

Downstream raw materials:

methyl 4-(4-(5-(6-cyclopropylpyridin-3-yl)thiazol-2-yl)-tetrahydro-2H-pyran-4-yl)benzoate

N-(3-(1,3,4-oxadiazol-2-yl)phenyl)-6-cyclopropyl-3,4'-bipyridine-2'-carboxamide

Refernces

• 1、 -. "SUBSTITUTED HETEROCYCLIC SULFONAMIDE COMPOUNDS USEFUL AS TRPA1 MODULATORS". Paragraph 0556; 0557. . Retrieved 2015/04/28.