3-[2-chloro-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-phenoxy]-2,6-dimethylpyridine

Base Information

Chemical Name:3-[2-chloro-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-phenoxy]-2,6-dimethylpyridine
CAS No.:1362703-38-5
Molecular Formula:C₁₉H₂₃BClNO₃
Molecular Weight:359.661
Hs Code.:

Synonyms:3-[2-chloro-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-phenoxy]-2,6-dimethylpyridine

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Chemical Property of 3-[2-chloro-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-phenoxy]-2,6-dimethylpyridine

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Technology Process of 3-[2-chloro-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-phenoxy]-2,6-dimethylpyridine

There total 2 articles about 3-[2-chloro-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-phenoxy]-2,6-dimethylpyridine 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%

: 1362703-28-3
3-(2-chloro-4-bromophenoxy)-2,6-dimethylpyridine

: 73183-34-3
bis(pinacol)diborane

: 1362703-38-5
3-[2-chloro-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-phenoxy]-2,6-dimethylpyridine

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In dimethyl sulfoxide; at 117 ℃; for 5h;
DOI:10.1021/jm2016864

Reference yield:

: 1122-43-6
2,6-dimethyl-3-hydroxypyridine

: 1362703-38-5
3-[2-chloro-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-phenoxy]-2,6-dimethylpyridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 130 °C

2.1: tin(ll) chloride / ethanol / 1 h / 90 °C

3.1: hydrogen bromide; sodium nitrite / water / 2 h / 0 - 20 °C

3.2: 0 - 140 °C

4.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / dimethyl sulfoxide / 5 h / 117 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; hydrogen bromide; potassium acetate; caesium carbonate; tin(ll) chloride; sodium nitrite; In ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 3.2: Sandmeyer reaction;
DOI:10.1021/jm2016864

Reference yield: 70.0%

: 1254981-17-3
8-chloro-3-(cyclopropylmethyl)-7-iodo-[1,2,4]triazolo[4,3-a]pyridine

: 1362703-38-5
3-[2-chloro-4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-phenoxy]-2,6-dimethylpyridine

: 1255310-85-0
8-chloro-3-cyclopropylmethyl-7-{4-[(2,6-dimethylpyridin-3-yl)oxy]-3-chlorophenyl}[1,2,4]triazolo[4,3-a]pyridine

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In 1,4-dioxane; water; at 150 ℃; for 0.166667h; Microwave irradiation;
DOI:10.1021/acs.jmedchem.7b00669