1H-PYRROLO[2,3-B]PYRIDIN-5-YLBORONIC ACID

Base Information

• Chemical Name: 1H-PYRROLO[2,3-B]PYRIDIN-5-YLBORONIC ACID
• CAS No.: 944059-24-9
• Molecular Formula: C7H7BN2O2
• Molecular Weight: 161.956
• Hs Code.: 2933990090
• Mol file: 944059-24-9.mol

Synonyms:Boronic acid, B-1H-pyrrolo[2,3-b]pyridin-5-yl-;;7-Azaindole-5-boronic acid;

Chemical Property of 1H-PYRROLO[2,3-B]PYRIDIN-5-YLBORONIC ACID

Chemical Property:

• PKA: 4.99±0.30(Predicted)
• PSA: 69.14000
• Density: 1.42
• LogP: -0.75730
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

7-Azaindole-5-boronicacid 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-PYRROLO[2,3-B]PYRIDIN-5-YLBORONIC ACID

There total 1 articles about 1H-PYRROLO[2,3-B]PYRIDIN-5-YLBORONIC ACID 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:

5-bromo-1H-pyrrolo[2,3-b]pyridine (183208-35-7) → (1H-pyrrolo[2,3-b]pyridin-5-yl)boronic acid (944059-24-9)

Guidance literature:

With tetrahydroxydiboron; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); N-ethyl-N,N-diisopropylamine; triphenylphosphine; In ethanol; at 80 ℃; for 4h; Inert atmosphere; Sealed tube;

DOI:10.1021/jo401104y

Reference yield: 65.0%

5-bromo-3-iodo-1-(4-methylbenzene-1-sulfonyl)-1H-pyrrolo[2,3-b]pyridine (875639-15-9) + (1H-pyrrolo[2,3-b]pyridin-5-yl)boronic acid (944059-24-9) → 5-(5-bromo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-1Hpyrrolo[2,3-b]pyridine

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In water; acetonitrile; at 20 ℃; for 1h;

DOI:10.1021/jm401094t

Reference yield: 59.0%

(1H-pyrrolo[2,3-b]pyridin-5-yl)boronic acid (944059-24-9) + N-(5-bromo-2-chloropyridin-3-yl)benzenesulfonamide (1083326-17-3) → N-{2-chloro-5-[1H-pyrrolo(2,3-b)pyridin-5-yl]pyridin-3-yl}benzenesulfonamide

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; In 1,4-dioxane; at 80 ℃; for 8h; Inert atmosphere;

DOI:10.1016/j.ejmech.2019.112012

upstream raw materials:

5-bromo-1H-pyrrolo[2,3-b]pyridine

Downstream raw materials:

C₃₉H₃₄N₆O₂

N-(4-cyanophenyl)-N-methyl-3-(1H-pyrrolo[2,3-b]pyridin-5-yl)pyrazolo[1,5-a]pyridine-5-carboxamide