2-(2,4-dichloro-6-(ethoxymethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(2,4-dichloro-6-(ethoxymethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1028332-21-9
• Molecular Formula: C₁₅H₂₁BCl₂O₄
• Molecular Weight: 347.046

Synonyms:2-(2,4-dichloro-6-(ethoxymethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-(2,4-dichloro-6-(ethoxymethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

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Technology Process of 2-(2,4-dichloro-6-(ethoxymethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 4 articles about 2-(2,4-dichloro-6-(ethoxymethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 48.5%

1,5-dichloro-3-(ethoxymethoxy)-2-iodobenzene (1028332-20-8) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(2,4-dichloro-6-(ethoxymethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1028332-21-9)

Guidance literature:

With palladium diacetate; triethylamine; CyJohnPhos; In 1,4-dioxane; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm200128m

Reference yield:

1,5-dichloro-3-(ethoxymethoxy)-2-iodobenzene (1028332-20-8) + bis(pinacol)diborane (73183-34-3) → 2-(2,4-dichloro-6-(ethoxymethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1028332-21-9)

Guidance literature:

With triethylamine; palladium diacetate; CyJohnPhos; In 1,4-dioxane; at 80 ℃; for 1.5h;

Reference yield:

3,5-dichloro-2-iodophenol (1028332-19-5) → 2-(2,4-dichloro-6-(ethoxymethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1028332-21-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

2: palladium diacetate; triethylamine; CyJohnPhos / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

With palladium diacetate; potassium carbonate; triethylamine; CyJohnPhos; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jm200128m

upstream raw materials:

1,5-dichloro-3-(ethoxymethoxy)-2-iodobenzene

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

bis(pinacol)diborane

3,5-dichloro-2-iodophenol

Downstream raw materials:

(2,4-dichloro-6-hydroxyphenyl)boronic acid

2-amino-4-[2,4-dichloro-6-(4,4,4-trifluorobutoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide

2-amino-4-[2,4-dichloro-6-(4,4,4-trifluorobutoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclopropylamide

2-amino-4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclopropylamide

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