2-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Base Information

• Chemical Name: 2-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
• CAS No.: 1012084-56-8
• Molecular Formula: C12H18BNO2
• Molecular Weight: 219.091
• Hs Code.: 2934999090
• European Community (EC) Number: 689-880-0
• DSSTox Substance ID: DTXSID70585995
• Mol file: 1012084-56-8.mol

Synonyms:1012084-56-8;2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine;2-METHYLPYRIDINE-3-BORONIC ACID PINACOL ESTER;2-Methylpyridine-3-boronic acid, pinacol ester;2-methyl-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine;PYRIDINE, 2-METHYL-3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-;MFCD08669594;2-Methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine;2-methylpyridine-3-boronicacidpinacolester;SCHEMBL971840;(2-METHYLPYRIDIN-3-YL)BORONIC ACID PINACOL ESTER;DTXSID70585995;WXPRMDIXTKNFIG-UHFFFAOYSA-N;AKOS015950070;CS-W001238;PB25077;SB10499;AC-33468;DS-14922;SY013448;AM20050610;EN300-316288;A897215;J-509944;2-METHYLPYRIDIN-3-YLBORONIC ACID PINACOL ESTER;Z1870030889;2-Methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine;2-Methyl-3-(4 pound not4 pound not5 pound not5-tetramethyl-1 pound not3 pound not2-dioxaborolan-2-yl)pyridine

Chemical Property of 2-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Chemical Property:

• Boiling Point: 311.6 °C at 760 mmHg
• PKA: 5.94±0.12(Predicted)
• Flash Point: 142.2 °C
• PSA: 31.35000
• Density: 1.02 g/cm³
• LogP: 1.68920
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 219.1430590
• Heavy Atom Count: 16
• Complexity: 252

Purity/Quality:

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

2-Methylpyridine-3-boronicacidpinacolester 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(N=CC=C2)C

Technology Process of 2-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

There total 1 articles about 2-Methyl-3-(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:

bis(pinacol)diborane (73183-34-3) + 3-bromo-2-picoline (38749-79-0) → 2-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine (1012084-56-8)

Guidance literature:

With potassium acetate; [1,1-bis(diphenylphosphino)ferrocene]palladium(II) bis methylene chloride; In N,N-dimethyl-formamide; at 80 ℃; for 16h;

Reference yield: 94.0%

2-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine (1012084-56-8) + tert-butyl ((5-((2-bromophenoxy)methyl)-4,5-dihydroisoxazol-3-yl)methyl)carbamate (1620294-98-5) → tert-butyl ((5-((2-(2-methylpyridin-3-yl)phenoxy)methyl)-4,5-dihydroisoxazol-3-yl)methyl)carbamate (1620294-40-7)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In 1,4-dioxane; water; at 90 ℃; for 16h; Sealed tube; Inert atmosphere;

Reference yield: 87.0%

2-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine (1012084-56-8) + 4-chloro-6-(2,5-dimethylphenyl)pyrimidine → 4-(2,5-dimethylphenyl)-6-(2-methylpyridin-3-yl)pyrimidine

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium carbonate; In water; acetonitrile; for 1h; Inert atmosphere; Microwave irradiation;

upstream raw materials:

bis(pinacol)diborane

3-bromo-2-picoline

Downstream raw materials:

6-(2-methyl-3-pyridinyl)-2-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-1,2,4-triazine-3,5(2H,4H)-dione

2-methyl-3-phenylpyridine

cyclopropanecarboxylic acid {4-[4-(2-methylpyridin-3-yl)phenyl]thiazol-2-yl}amide

(6-Methylpyridin-2-yl)-{4-[4-(2-methylpyridin-3-yl)phenyl]thiazol-2-yl}amine trifluoroacetate salt

Refernces

• 1、 -. "IMIDAZO[5,1-C][1,2,4]BENZOTRIAZINE DERIVATIVES AS INHIBITORS OF PHOSPHODIESTERASES". Page/Page column 47. . Retrieved 2010/06/11.
• 2、 -. "ARYL AND HETEROARYL FUSED IMIDAZO[1,5-a]PYRAZINES AS INHIBITORS OF PHOSPHODIESTERASE 10". Page/Page column 37. . Retrieved 2009/06/27.