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

Base Information

• Chemical Name: 5-Phenyl-1H-pyrrolo[2,3-b]pyridine
• CAS No.: 611205-38-0
• Molecular Formula: C13H10N2
• Molecular Weight: 194.236
• DSSTox Substance ID: DTXSID00437756
• ChEMBL ID: CHEMBL4091294
• Mol file: 611205-38-0.mol

Synonyms:5-Phenyl-1H-pyrrolo[2,3-b]pyridine;611205-38-0;1H-Pyrrolo[2,3-b]pyridine, 5-phenyl-;CHEMBL4091294;SCHEMBL410704;DTXSID00437756;HJJLFNJCRBRHSS-UHFFFAOYSA-N;BDBM50234318;FT-0725908;A1-10723

Chemical Property of 5-Phenyl-1H-pyrrolo[2,3-b]pyridine

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 194.084398327
• Heavy Atom Count: 15
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CN=C3C(=C2)C=CN3

Technology Process of 5-Phenyl-1H-pyrrolo[2,3-b]pyridine

There total 6 articles about 5-Phenyl-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: 99.0%

5-bromo-1H-pyrrolo[2,3-b]pyridine (183208-35-7) + phenylboronic acid (98-80-6) → 5-phenyl-1H-pyrrolo[2,3-b]pyridine (611205-38-0)

Guidance literature:

With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; water; at 80 ℃; for 22.5h;

Reference yield:

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole (24388-23-6) + 5-bromo-1H-pyrrolo[2,3-b]pyridine (183208-35-7) → 5-phenyl-1H-pyrrolo[2,3-b]pyridine (611205-38-0)

Guidance literature:

With sodium carbonate; In water; at 120 ℃; for 0.5h; Irradiation;

DOI:10.1039/c5ob01915j

Reference yield:

bromobenzene (108-86-1,52753-63-6) → 5-phenyl-1H-pyrrolo[2,3-b]pyridine (611205-38-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 0.75 h / 120 °C / Irradiation

2: sodium carbonate / water / 0.5 h / 120 °C / Irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium carbonate; In 1,4-dioxane; water; 1: |Suzuki-Miyaura Coupling;

DOI:10.1039/c5ob01915j

upstream raw materials:

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

phenylboronic acid

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

bromobenzene

Downstream raw materials:

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

3-bromo-1-[(4-methylphenyl)sulfonyl]-5-phenyl-1H-pyrrolo[2,3-b]pyridine

1-(2-fluoro-5-(trifluoromethyl)phenyl)-3-(3-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)phenyl)urea

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