2-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzonitrile

Base Information

• Chemical Name: 2-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzonitrile
• CAS No.: 1218791-15-1
• Molecular Formula: C₁₃H₁₅BFNO₂
• Molecular Weight: 247.077
• Hs Code.: 2931900090
• European Community (EC) Number: 836-844-9
• DSSTox Substance ID: DTXSID60682220
• Wikidata: Q82606526
• Mol file: 1218791-15-1.mol

Synonyms:1218791-15-1;2-FLUORO-3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE;3-Cyano-2-fluorophenylboronic acid pinacol ester;3-Cyano-2-fluorophenylboronic acid, pinacol ester;DTXSID60682220;BDIHSSFYJYXWRV-UHFFFAOYSA-N;MFCD11506358;AKOS022183991;AT16489;MB09910;BS-26600;CS-0174438;3-Cyano-2-fluorophenylboronic acid,pinacol ester;EN300-7355322;Z2049762085;2-FLUORO-3-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE

Chemical Property of 2-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzonitrile

Chemical Property:

• PSA: 42.25000
• LogP: 1.99658
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 247.1179870
• Heavy Atom Count: 18
• Complexity: 360

Purity/Quality:

97% ^*data from raw suppliers

3-Cyano-2-fluorophenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzonitrile

There total 2 articles about 2-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzonitrile 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%

3-bromo-2-fluoro-benzonitrile (840481-82-5) + bis(pinacol)diborane (73183-34-3) → 2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1218791-15-1)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; dimethyl sulfoxide; at 105 ℃; for 3h; Inert atmosphere;

Reference yield:

→ 2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1218791-15-1)

Guidance literature:

Reference yield: 78.6%

2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (1218791-15-1) + 6-chloro-9-(3-methyl-4-nitrobenzyl)-9H-purin-2-amine → 3-(2-amino-9-(3-methyl-4-nitrobenzyl)-9H-purin-6-yl)-2-fluorobenzonitrile

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 115 ℃; for 2h;

upstream raw materials:

3-bromo-2-fluoro-benzonitrile

bis(pinacol)diborane

Refernces

• 1、 -. "1,2,3,4-TETRAHYDROQUINOXALINE DERIVATIVE, PREPARATION METHOD THEREFOR AND APPLICATION THEREOF". . . Retrieved 2022/01/24.
• 2、 -. "CONDENSED CYCLIC COMPOUND, COMPOSITION INCLUDING THE SAME, AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE CONDENSED CYCLIC COMPOUND". Paragraph 0430-0433. . Retrieved 2018/02/03.