2-[4-methyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridine

Base Information

Chemical Name:2-[4-methyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridine
CAS No.:1446017-48-6
Molecular Formula:C₁₈H₂₂BNO₂
Molecular Weight:295.189
Hs Code.:

Synonyms:2-[4-methyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridine

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Chemical Property of 2-[4-methyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridine

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Technology Process of 2-[4-methyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridine

There total 2 articles about 2-[4-methyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-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: 81.0%

: 4467-06-5
2-(4-methylphenyl)pyridine

: 73183-34-3
bis(pinacol)diborane

: 1446017-48-6
2-[4-methyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridine

Guidance literature:: In 1,4-dioxane; at 110 ℃; for 16h;
DOI:10.1039/c4cc02096k

Reference yield:

: 109-04-6
2-bromo-pyridine

: 5720-05-8
4-methylphenylboronic acid

: 1446017-48-6
2-[4-methyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridine

Guidance literature:: Multi-step reaction with 2 steps

1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene; methanol / 24 h / 80 °C / Inert atmosphere

2: chloro(1,5-cyclooctadiene)rhodium(I) dimer; C₂₆H₃₆N₃⁽¹⁺⁾*BF₄^(1-); potassium tert-butylate / hexane / 24 h / 25 °C / Inert atmosphere; Glovebox

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; tetrakis(triphenylphosphine) palladium⁽⁰⁾; C₂₆H₃₆N₃⁽¹⁺⁾*BF₄^(1-); potassium tert-butylate; sodium carbonate; In methanol; hexane; water; toluene;
DOI:10.1016/j.tet.2019.03.033

Reference yield: 69.0%

: 1446017-48-6
2-[4-methyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridine

: 104116-67-8
2-(2-hydroxy-4-methylphenyl)pyridine

Guidance literature:: With potassium peroxymonosulfate sulfate; In water; acetone; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jacs.1c05859