1-Benzyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine

Base Information

• Chemical Name: 1-Benzyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine
• CAS No.: 1350626-27-5
• Molecular Formula: C20H23BN2O2
• Molecular Weight: 334.226
• Hs Code.: 2933998090
• Mol file: 1350626-27-5.mol

Synonyms:1-Benzyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine

Chemical Property of 1-Benzyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine

Chemical Property:

• Boiling Point: 505.9±40.0 °C(Predicted)
• PKA: 5.19±0.30(Predicted)
• Density: 1.10±0.1 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

1-Benzyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-pyrrolo[2,3-b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Benzyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine

There total 3 articles about 1-Benzyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]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:

1-benzyl-3-iodo-1H-pyrrolo[2,3-b]pyridine (1093759-51-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 1-benzyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (1350626-27-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In 1,4-dioxane; at 80 ℃; for 4h; Sealed tube;

DOI:10.1016/j.bmc.2019.06.029

Reference yield:

7-Azaindole (271-63-6) → 1-benzyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (1350626-27-5)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide; iodine / N,N-dimethyl-formamide / 0.67 h / 20 °C

2: N,N-dimethyl-formamide / 2.5 h / 20 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 1,4-dioxane / 4 h / 80 °C / Sealed tube

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; iodine; triethylamine; potassium hydroxide; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2019.06.029

Reference yield:

3-iodo-1H-pyrrolo[2,3-b]pyridine (23616-57-1) → 1-benzyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (1350626-27-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 2.5 h / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 1,4-dioxane / 4 h / 80 °C / Sealed tube

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2019.06.029

upstream raw materials:

7-Azaindole

3-iodo-1H-pyrrolo[2,3-b]pyridine

1-benzyl-3-iodo-1H-pyrrolo[2,3-b]pyridine

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

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