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

Base Information

• Chemical Name: 1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridine
• CAS No.: 521984-94-1
• Molecular Formula: C14H12N2
• Molecular Weight: 208.263
• DSSTox Substance ID: DTXSID90478416
• Wikidata: Q82311784
• Mol file: 521984-94-1.mol

Synonyms:521984-94-1;1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridine;1-METHYL-2-PHENYLPYRROLO[2,3-B]PYRIDINE;1h-pyrrolo[2,3-b]pyridine,1-methyl-2-phenyl-;SCHEMBL3230114;DTXSID90478416;MCAXSKMYFNRNMC-UHFFFAOYSA-N;EN300-741932;1-Methyl-2-phenyl-1H-pyrrolo-[2,3-b]pyridine

Chemical Property of 1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridine

Chemical Property:

• PSA: 17.82000
• LogP: 3.24030
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 208.100048391
• Heavy Atom Count: 16
• Complexity: 235

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1C(=CC2=C1N=CC=C2)C3=CC=CC=C3

Technology Process of 1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridine

There total 15 articles about 1-methyl-2-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: 96.0%

[3-(2,2-dichlorovinyl)-pyridin-2-yl]-methyl-amine (945607-77-2) + phenylboronic acid (98-80-6) → 1-methyl-2-phenyl-1H-pyrrolo-[2,3-b]pyridine (521984-94-1)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate; In toluene; at 100 ℃; for 3h;

DOI:10.1021/jo070460b

Reference yield: 85.0%

iodobenzene (591-50-4) + 1-methyl-1H-pyrrolo[2,3-b]pyridine (27257-15-4) → 1-methyl-2-phenyl-1H-pyrrolo-[2,3-b]pyridine (521984-94-1)

Guidance literature:

With cesium acetate; triphenylphosphine; palladium diacetate; In N,N-dimethyl acetamide; at 125 ℃; for 24h;

DOI:10.1021/ol0490072

Reference yield: 85.0%

1-methyl-1H-pyrrolo[2,3-b]pyridine (27257-15-4) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 1-methyl-2-phenyl-1H-pyrrolo-[2,3-b]pyridine (521984-94-1)

Guidance literature:

With palladium(II) trifluoroacetate; silver(I) acetate; cesium pivalate; Trimethylacetic acid; at 130 ℃; for 12h; regioselective reaction; Sealed tube;

DOI:10.1039/c6cc00133e

upstream raw materials:

iodobenzene

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

[3-(2,2-dibromovinyl)-pyridin-2-yl]-methyl-amine

phenylboronic acid

Downstream raw materials:

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

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

1-methyl-2-phenyl-1H-indole-3-carbonitrile

N,N-dimethyl-1-(1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine