2-[3'-cyano-4'-[4''-(dimethylamino)phenylethynyl]phenyl]-1,3-diethyl-1,3,2-benzodiazaborole

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Chemical Name:2-[3'-cyano-4'-[4''-(dimethylamino)phenylethynyl]phenyl]-1,3-diethyl-1,3,2-benzodiazaborole
CAS No.:1310330-63-2
Molecular Formula:C₂₇H₂₇BN₄
Molecular Weight:418.349
Hs Code.:

Synonyms:2-[3'-cyano-4'-[4''-(dimethylamino)phenylethynyl]phenyl]-1,3-diethyl-1,3,2-benzodiazaborole

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Chemical Property of 2-[3'-cyano-4'-[4''-(dimethylamino)phenylethynyl]phenyl]-1,3-diethyl-1,3,2-benzodiazaborole

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Technology Process of 2-[3'-cyano-4'-[4''-(dimethylamino)phenylethynyl]phenyl]-1,3-diethyl-1,3,2-benzodiazaborole

There total 2 articles about 2-[3'-cyano-4'-[4''-(dimethylamino)phenylethynyl]phenyl]-1,3-diethyl-1,3,2-benzodiazaborole 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: 71.0%

: 880499-57-0
5-bromo-2-([4-(dimethylamino)phenyl]ethynyl)benzonitrile

: 383913-07-3
2-bromo-1,3-diethyl-2,3-dihydro-1H-1,3,2-benzodiazoborole

: 1310330-63-2
2-[3'-cyano-4'-[4''-(dimethylamino)phenylethynyl]phenyl]-1,3-diethyl-1,3,2-benzodiazaborole

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; (Ar) to soln. arylbromide in THF at -110°C n-BuLi in hexane was added, stirred 30 min, soln. bromodiazaborole in THF was added, alowed to warm to r.t. for 2 h and stirred overnight; soln. was evapd. to dryness, residue was extd. with n-hexane for 4 days,ppt. was filtered, dried in vacuo and crystd. from THF; elem. anal.;
DOI:10.1039/c0dt01410a

Reference yield:

: 121554-10-7
5-bromo-2-iodobenzonitrile

: 17573-94-3,752235-18-0
4-ethynyl-N,N-dimethylaniline

: 1310330-63-2
2-[3'-cyano-4'-[4''-(dimethylamino)phenylethynyl]phenyl]-1,3-diethyl-1,3,2-benzodiazaborole

Guidance literature:: Multi-step reaction with 2 steps

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / -110 °C / Inert atmosphere

2.2: -110 - 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; triethylamine; In tetrahydrofuran; hexane; 1.1: Sonogashira coupling;
DOI:10.1039/c0dt01410a