Furo[3,2-b]pyridine-5-carbonitrile

Base Information

• Chemical Name: Furo[3,2-b]pyridine-5-carbonitrile
• CAS No.: 182691-67-4
• Molecular Formula: C₈H₄N₂O
• Molecular Weight: 144.133
• DSSTox Substance ID: DTXSID60441970
• Nikkaji Number: J848.362K
• Wikidata: Q82258995
• Mol file: 182691-67-4.mol

Synonyms:Furo[3,2-b]pyridine-5-carbonitrile;182691-67-4;Furo[3,2-b]pyridine-5-carbonitrile(9CI);SCHEMBL14629332;DTXSID60441970

Chemical Property of Furo[3,2-b]pyridine-5-carbonitrile

Chemical Property:

• PSA: 49.82000
• LogP: 1.69948
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 144.032362755
• Heavy Atom Count: 11
• Complexity: 196

Purity/Quality:

Furo[3,2-b]pyridine-5-carbonitrile 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CO2)N=C1C#N

Technology Process of Furo[3,2-b]pyridine-5-carbonitrile

There total 4 articles about Furo[3,2-b]pyridine-5-carbonitrile 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: 71.0%

potassium cyanide (151-50-8) + 4-oxidofuro[3,2-b]pyridin-4-ium (181526-18-1) → 5-cyanofuro<3,2-b>pyridine (182691-67-4)

Guidance literature:

With benzoyl chloride; In dichloromethane; water; for 48h; Ambient temperature;

DOI:10.1002/jhet.5570330409

Reference yield: 68.0%

trimethylsilyl cyanide (7677-24-9) + 4-oxidofuro[3,2-b]pyridin-4-ium (181526-18-1) → 5-cyanofuro<3,2-b>pyridine (182691-67-4)

Guidance literature:

With benzoyl chloride; In dichloromethane; at 20 ℃;

Reference yield: 2.0%

trimethylsilyl cyanide (7677-24-9) + 4-oxidofuro[3,2-b]pyridin-4-ium (181526-18-1) → 5-cyanofuro<3,2-b>pyridine (182691-67-4) + Furo[3,2-b]pyridine-7-carbonitrile (190957-95-0)

Guidance literature:

With triethylamine; In acetonitrile; at 100 - 110 ℃; for 18h;

DOI:10.1002/jhet.5570340223

upstream raw materials:

trimethylsilyl cyanide

4-oxidofuro[3,2-b]pyridin-4-ium

potassium cyanide

furo[3,2-b]pyridine

Downstream raw materials:

furo<3,2-b>pyridine-5-carboxylic acid

5-acetylfuro[2,3-b]pyridine

Refernces

• 1、 Shiotani, Shunsaku,Taniguchi, Katsunori. "Furopyridines. XXI [1]. Synthesis of Cyano Derivatives of Furo-[2,3-b]-,-[2,3-c]- And -[3,2-c]pyridine and Their Conversion to Derivatives Having Another Carbon-substituent". . p. 493 - 499. Retrieved 2007/10/03.