1-Benzylpyrrolo[2,3-b]pyridine

Base Information

• Chemical Name: 1-Benzylpyrrolo[2,3-b]pyridine
• CAS No.: 152955-68-5
• Molecular Formula: C14H12N2
• Molecular Weight: 208.263
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80572937
• Nikkaji Number: J1.284.253H
• Wikidata: Q82461469
• Mol file: 152955-68-5.mol

Synonyms:152955-68-5;1-Benzyl-7-azaindole;1-benzylpyrrolo[2,3-b]pyridine;1-Benzyl-1H-pyrrolo[2,3-b]pyridine;N-benzyl-7-azaindole;SCHEMBL324010;DTXSID80572937;DBMKVSWIHRGBBC-UHFFFAOYSA-N;MFCD09834870;AKOS015949408;AB92126;CS-W001448;s11216;MS-20354;W-205736;1-BENZYLPYRROLO[2,3-b]PYRIDINE[152955-68-5]

Chemical Property of 1-Benzylpyrrolo[2,3-b]pyridine

Chemical Property:

• PSA: 17.82000
• LogP: 3.08460
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 208.100048391
• Heavy Atom Count: 16
• Complexity: 223

Purity/Quality:

97% ^*data from raw suppliers

1-Benzylpyrrolo[2,3-b]pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=CC3=C2N=CC=C3

Technology Process of 1-Benzylpyrrolo[2,3-b]pyridine

There total 11 articles about 1-Benzylpyrrolo[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%

7-Azaindole (271-63-6) + benzyl bromide (100-39-0) → 1-benzyl-1H-pyrrolo[2,3-b]-pyridine (152955-68-5)

Guidance literature:

7-Azaindole; With sodium hydride; In N,N-dimethyl acetamide; for 0.5h;

benzyl bromide; In N,N-dimethyl acetamide; at 20 ℃;

DOI:10.3987/COM-99-8792

Reference yield: 88.0%

7-Azaindole (271-63-6) + 1-Bromo-2-bromomethyl-benzene (3433-80-5) → 10H-pyrido[3',2':4,5]pyrrolo[2,1-a]isoindole + 1-benzyl-1H-pyrrolo[2,3-b]-pyridine (152955-68-5)

Guidance literature:

With palladium diacetate; sodium hydride; triphenylphosphine; In N,N-dimethyl-formamide; mineral oil; at 130 ℃; for 16h; Inert atmosphere;

DOI:10.1002/ejoc.201402395

Reference yield: 73.0%

(Z)-2-bromo-3-(2-bromovinyl)pyridine (1028331-38-5) + benzylamine (100-46-9) → 1-benzyl-1H-pyrrolo[2,3-b]-pyridine (152955-68-5)

Guidance literature:

With 1,1'-bis(diphenylphosphino)ferrocene; palladium diacetate; caesium carbonate; In toluene; at 110 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.tet.2009.08.046

upstream raw materials:

7-Azaindole

benzyl tosylate

benzyl bromide

benzyl chloride

Downstream raw materials:

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

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

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

1-(1-benzyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-4-phenylbut-3-yne-1,2-dione