2-Methylpyridine-3-boronic acid

Base Information

• Chemical Name: 2-Methylpyridine-3-boronic acid
• CAS No.: 899436-71-6
• Molecular Formula: C6H8BNO2
• Molecular Weight: 136.946
• Hs Code.: 2933399090
• European Community (EC) Number: 812-429-8
• DSSTox Substance ID: DTXSID80602581
• Wikidata: Q72496499
• Mol file: 899436-71-6.mol

Synonyms:899436-71-6;(2-methylpyridin-3-yl)boronic acid;2-METHYLPYRIDINE-3-BORONIC ACID;2-Methylpyridin-3-ylboronic acid;2-Methyl-3-pyridinylboronic acid;2-methyl-3-pyridineboronic acid;MFCD07368825;3-Borono-2-methylpyridine;2-Picoline-3-boronic acid;2-METHYLPYRIDINE-3-BORONICACID;2-methylpyridin-3-ylboronicacid;(2-methyl-3-pyridinyl)boronic acid;Boronic acid, (2-methyl-3-pyridinyl)-;SCHEMBL586439;DTXSID80602581;2-Methyl-pyridine 3-boronic acid;TWKMYNQPIICYNV-UHFFFAOYSA-N;(2-methylpyridin-3-yl)boronicacid;AMY13261;BCP09724;2-methylpyridin-3-yl-3-boronic acid;AKOS005266167;AS-39095;SY013012;DB-024916;2-Methylpyridine-3-boronic acid, AldrichCPR;CS-0136071;NS00015776;2-Methyl-3-pyridinylboronic acid(Lithium salt);EN300-316427;J-509963

Chemical Property of 2-Methylpyridine-3-boronic acid

Chemical Property:

• Refractive Index: 1.527
• Boiling Point: 303.6 °C at 760 mmHg
• PKA: 4.08±0.58(Predicted)
• Flash Point: 137.4 °C
• PSA: 53.35000
• Density: 1.18 g/cm³
• LogP: -0.93020
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 137.0648087
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

2-Methyl-3-pyridinyl boronic acid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-41-37/38
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(N=CC=C1)C)(O)O

Technology Process of 2-Methylpyridine-3-boronic acid

There total 2 articles about 2-Methylpyridine-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-bromo-2-picoline (38749-79-0) → (2-methylpyridin-3-yl)boronic acid (899436-71-6)

Guidance literature:

3-bromo-2-picoline; With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; toluene; at -70 - -20 ℃; for 0.5h;

With hydrogenchloride; In tetrahydrofuran; hexane; toluene; at 20 ℃; pH=1;

Reference yield:

2-methyl-3-pyridinyl trifluoromethanesulfonate (122213-94-9) + bis(pinacol)diborane (73183-34-3) → (2-methylpyridin-3-yl)boronic acid (899436-71-6)

Guidance literature:

With potassium acetate; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); In N,N-dimethyl-formamide; at 80 ℃; Product distribution / selectivity;

Reference yield: 86.0%

methyl 2-(4-bromo-2-fluoro-phenyl)acetate (193290-19-6) + (2-methylpyridin-3-yl)boronic acid (899436-71-6) → methyl 2-(2-fluoro-4-(2-methylpyridin-3-yl)phenyl)acetate (1428761-04-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In tetrahydrofuran; water; toluene; at 90 ℃; for 15h; Inert atmosphere;

upstream raw materials:

2-methyl-3-pyridinyl trifluoromethanesulfonate

bis(pinacol)diborane

3-bromo-2-picoline

Downstream raw materials:

3-benzoyl-1-(4-chloro-butyl)-5-(2-methyl-pyridin-3-yl)-1H-pyrimidine-2,4-dione

5-(4-Methyl-2-phenyl-thiazol-5-yl)-2-(2-methyl-pyridin-3-yl)-indole-1-carboxylic acid ethyl ester

C₃₀H₂₅ClN₂O₃

methyl 2-(2-fluoro-4-(2-methylpyridin-3-yl)phenyl)acetate

Refernces

• 1、 -. "Bi-pyridinyl derivatives as NK-1 antagonists". Page/Page column 4-5; 10. . Retrieved 2008/06/13.